Daniil Medvedev and Stefanos Tsitsipas progressed to the third round of the Madrid Open but there was no such luck for Felix Auger-Aliassime on Saturday.

Second seed Medvedev cruised past Italian qualifier Andrea Vavassori 6-4 6-3, teeing up a meeting with Alexander Shevchenko, who overcame Jiri Lehecka in straight sets.

Tsitsipas was made to work by Dominic Thiem, but the fourth seed battling from a set down to win 3-6 6-1 7-6 (7-5).

World number 40 Dusan Lajovic provided the shock of the day by defeating seventh seed Auger-Aliassime 6-2 3-6 7-6 (7-5).

Denis Shapovalov, the 21st seed, was another surprise second-round loser, falling 6-7 (4-7) 6-4 7-6 (7-1) to China's Zhang Zhizhen.

Taylor Fritz avoided adding to the list of notable early eliminations in the Spanish capital, the eighth seed battling to a 7-6 (13-11) 6-4 victory over Christopher O'Connell.

Fritz's fellow American Frances Tiafoe progressed with a 6-3 7-6 (7-5) triumph over Argentina's Tomas Martin Etcheverry, while 14th seed Tommy Paul crashed out after a 6-3 7-6 (7-3) defeat to Roman Safiullin.

Seeds Alex de Minaur and Sebastian Baez also navigated their way through to the third round, defeating Marco Cecchinato and Marcos Giron respectively, as did Cameron Norrie at the expense of Yosuke Watanuki.

Carlos Alcaraz eased to another win over Stefanos Tsitsipas to take the Barcelona Open title again on Sunday.

Alcaraz has never lost to Tsitsipas and maintained that record to defend his crown in Catalonia.

A battle between the top seeds briefly threatened to be a closely contested affair, but Alcaraz soon took control, with his 6-3 6-4 win wrapped up in an hour and 20 minutes.

It made for a successful start to the European clay season a month out from the French Open, while Tsitsipas falls to a miserable 0-10 career record in ATP 500 finals.

Tsitsipas broke first, leading 2-1 early in the opener, yet he did not forge another break point across the rest of the match.

Alcaraz was quickly back on terms and dominated his next two service games, creating the opportunity to apply pressure to the Tsitsipas serve.

That paid off with a decisive break, allowing Alcaraz to take his second set point.

A slightly more measured second set followed, but it again went the way of Alcaraz, breaking at the second attempt for a 3-2 lead to which Tsitsipas could not respond.

Carlos Alcaraz raced through to the Barcelona Open final as the defending champion set up a final showdown with Stefanos Tsitsipas.

With his 20th birthday approaching on May 5, world number two Alcaraz will have the chance on Sunday to land his ninth ATP title as a teenager.

Alcaraz crushed the hopes of first-time Barcelona semi-finalist Dan Evans, racing to a 6-2 6-2 victory over a player who was seeking to become the first British finalist at this tournament.

Earlier, Tsitsipas, who had not dropped serve en route to the semi-finals, had to dig deep for a 6-4 5-7 6-3 victory against Lorenzo Musetti, the Italian who beat Novak Djokovic in Monte Carlo last week.

Greek star Tsitsipas bizarrely has a 0-9 record in finals at ATP 500 level, the tier at which this tournament sits, despite having won two of his six title matches in elite ATP 1000 events.

Alcaraz will start as a firm favourite in the final. He holds a 3-0 career head-to-head lead over Tsitsipas from their past meetings, including a three-set win in the Barcelona quarter-finals last year.

That was a stormy encounter, with Alcaraz taking exception to almost being hit by a shot from Tsitsipas at the end of the opening set, so the rematch could be one to savour.

"It's so special to play a final here in Barcelona, a tournament I love playing," Alcaraz said on Prime Video. "I came to watch this tournament when I was very, very young, and I played for this club when I was 12, 11. I love this club, I love this tournament, and it's so special to have the chance to lift the trophy here again.

"Last year [against Tsitsipas] we had a spicy match, but I know he's a really nice guy off the court."

At the BMW Open in Munich, it was much the same story on Saturday.

Defending champion Holger Rune, another 19-year-old with a birthday approaching, in his case on April 29, earned another shot at the title.

Rune set up a Sunday showdown against Botic van de Zandschulp, in what will be a repeat of last year's final.

A resilient Rune lived up to his top seeding by ending Christopher O'Connell's fine run, which included a win against Alexander Zverev at the last-16 stage.

The 6-3 6-2 outcome masked the fact Rune saved eight break points as unseeded world number 82 O'Connell threatened to make it a tighter contest on the scoreboard than it turned out to be.

Van de Zandschulp then scored a fine win in the second semi-final as the Dutch fourth seed got the better of American second seed Taylor Fritz, winning 6-4 7-6 (7-2) 

Last year's trophy match ended in disappointment when Van de Zandschulp retired due to chest pains during the first set, with Rune saying it was "probably the worst way to win a final".

Rune has three ATP titles to his name, with 27-year-old Van de Zandschulp yet to lift a singles trophy.

Carlos Alcaraz kept his Barcelona Open title defence on track following a 7-6 (7-5) 6-4 victory over compatriot Alejandro Davidovich Fokina in the quarter-finals.

The world number two is aiming to become the first player to successfully defend the Barcelona crown since Rafael Nadal won three in a row between 2016 and 2018.

And though run close by Davidovich Fokina, the reigning champion has now reeled off six sets without reply, taking his overall record at the ATP 500 event to 8-1.

The Spaniard, who is now 9-1 against his fellow countrymen since the start of 2022, will play Dan Evans in the last four. The Briton came from behind to defeat 15th seed Francisco Cerundolo 2-6 7-5 6-3.

They are joined by Stefanos Tsitsipas, whose quest for a first title of the campaign continues after a commanding 6-4 6-2 victory over eighth seed Alex De Minaur.

The second seed, who was runner-up at this event in 2018 and 2021, sealed the deal in one hour and 21 minutes to claim his ninth successive win against the Australian.

His reward is a showdown with Lorenzo Musetti, who received a walkover into the last four following Jannik Sinner's withdrawal.

Over in Munich, reigning champion Holger Rune booked his semi-final place with a dominant 6-2 6-4 win over Cristian Garin.

The world number seven, who is now 7-0 in this event, will play Christopher O'Connell. After defeating Alexander Zverev earlier in the week, the Australian qualifier built on his momentum by seeing off Flavio Cobolli 7-6 (7-5) 4-6 6-3.

Second seed Taylor Fritz also advanced in straight sets with a 6-3 6-4 victory over former world number three Dominic Thiem, who overcame eighth seed Marc-Andrea Huesler earlier in the day.

Fritz's semi-final opponent will be Botic van de Zandschulp after the fourth seed saw off Marcos Giron 7-6 (7-5) 6-3.

Carlos Alcaraz moved into the quarter-finals of the Barcelona Open with a straight-sets defeat of Roberto Bautista Agut, but it was a miserable Thursday for Alexander Zverev on home soil.

Defending champion Alcaraz won an all-Spanish contest with Bautista Agut 6-3 7-5 on Pista Rafa Nadal.

Top seed Alcaraz will face another compatriot in the form of Alejandro Davidovich Fokina, who saw off Emil Ruusuvuori, for a place in the last four in his homeland.

Eyeing a third title of the year, 19-year-old US Open champion Alcaraz was a break down at 3-2 in the opening set before winning six games in a row to take the opener.

Bautista Agut broke the teenager's serve twice midway through the second set, but the favourite reeled off nine points in a row to seal victory in an hour and 54 minutes.

Second seed Stefanos Tsitsipas defeated Denis Shapovalov 6-3 6-2, and Jannik Sinner, the fourth seed, battled past Yoshihito Nishioka 6-1 4-6 6-3, but Casper Ruud was beaten by Francisco Cerundolo in straight sets.

Lorenzo Musetti and Dan Evans advanced at the Real Club de Tenis Barcelona-1899 along with Alex de Minaur, who went through with a walkover as Grigor Dimitrov withdrew due to injury.

Meanwhile, there will be no third BMW Open title for Zverev in Munich this week after he suffered a shock loss at the hands of world number 82 Christopher O'Connell.

Australian O'Connell saw off the third seed 7-6 (7-2) 6-4, while defending champion and top seed Holger Rune ousted Yannick Hanfmann 6-3 6-4, and Taylor Fritz got past Marton Fucsovics in three sets.

Lorenzo Sonego was another seed who bowed out, Cristian Garin beating the Italian 6-3 7-6 (7-3).

Stefanos Tsitsipas breezed into the third round of the Barcelona Open with a straight-sets win over Pedro Cachin on Wednesday.   Tsitsipas took 79 minutes to see off Argentine Pedro Cachin 6-4 6-2 on Pista Rafa Nadal.   The second seed from Greece did not face a break point and won all three that he fashioned to set up a meeting with Canadian Denis Shapovalov, who got the better of Jozef Kovalik 6-4, 6-3.   Jannik Sinner, the fourth seed from Italy, eased to a 6-2 6-4 win over Diego Schwartzman at the Real Club de Tennis Barcelona-1899.   Cameron Norrie and Lorenzo Musetti will do battle in round three after defeating Pavel Kotov and Jason Kubler respectively in straight sets.   Karen Khachanov beat Nicolas Jarry 6-4 6-4, while Grigor Dimitrov, Dan Evans, Alex de Minaur, Yoshihito Nishioka and Francisco Cerundolo also celebrated midweek wins.   Rain hit the schedule hard at the BMW Open, where Aslan Karatsev was leading Daniel Altmaie 3-0 in the third set when play was suspended in the only singles action of the day.  

Defending champion Stefanos Tsitsipas and Daniil Medvedev were both dumped out at the quarter-final stage of the Monte Carlo Masters, with Taylor Fritz and Holger Rune advancing.

Seeded second and third respectively, Tsitsipas and Medvedev began Friday as the tournament's highest-ranked players following Novak Djokovic's shock exit, but both found themselves on the receiving end of comprehensive defeats.

World number three Tsitsipas was the victim as Fritz claimed his first victory over a top-10 ranked player on clay, ending the Greek's 12-match winning run at the competition with a 6-2 6-4 success.

Tsitsipas – who won the event in both 2021 and 2022 – was unable to contain Fritz as the American hit a series of huge winners en route to his third Masters 1000 semi-final.

Fritz will face Andrey Rublev in the final four after the fifth seed saw off the challenge of German qualifier Jan-Lennard Struff, posting a 6-1 7-6 (7-5) win.

Meanwhile, Medvedev came up short in his tussle with Rune, as the 19-year-old waltzed into his second Masters 1000 semi-final with a 6-3 6-4 triumph.

"It wasn't easy for sure, it's always tough to play Daniil," Rune said after his win. "It was actually my first time playing against him in a real match, but we've practised tonnes of times. 

"I have huge respect for everything he's done. In the last week it was not easy to stop him, but I'm happy I managed to do it."

Rune now has a 10-8 record in meetings with his fellow top-10 players, and he will have to win another such duel to make the final, with Jannik Sinner his semi-final opponent.

Sinner needed 76 minutes to beat fellow Italian Lorenzo Musetti 6-2 6-2, and the 21-year-old now has the chance to reach his third Masters 1000 final, having previously finished as runner-up at two editions of the Miami Open.

Novak Djokovic returned to action with an "ugly" win over Ivan Gakhov in the second round of the Monte Carlo Masters on Tuesday.

The world number one was competing for the first time in five weeks after missing the Indian Wells Open and Miami Open due to being unable to enter the United States.

Djokovic, who has since been cleared to compete in the US Open later this year, faced a spirited challenge from world number 198 Ivan Gakhov but advanced 7-6 (7-5) 6-2.

Gakhov broke his somewhat rusty opponent in the seventh game, but Djokovic hit back instantly as the opening set went to a tie-break.

The Serbian appeared rattled at various points, but an unforced error from Gakhov paved the way for Djokovic to open up some day light and take the opener.

The second set went the way of serve until the fifth game, when a double fault from Gakhov gave his opponent the chance to capitalise and see out the win.

"It was probably, if you can call it this way, an ugly tennis win for me today," Djokovic said in his on-court interview. "I haven't played my best, particularly in the first set. 

"And I kind of expected that that was going to happen in a way with swirly conditions, a lot of wind today, changing directions.

"It's different practising and then playing an official match on clay, where I guess no two bounces are the same. It's always quite unpredictable what's going to happen. 

"But all in all, I'm just pleased with the way I held my nerves I think in the important moments and I managed to clinch the two-set win."

Defending champion Stefanos Tsitsipas also advanced to the last 16 with a walkover win over Benjamin Bonzi, who retired with a wrist injury when 4-1 down in the opening set.

Fifth seed Andrey Rublev had a tougher time of things against Jaume Munar as he recovered from a set down to progress 4-6 6-2 6-2

Hubert Hurkacz was the other seeded player in action on Tuesday and defeated Jack Draper 6-3 6-7 (7-3) 7-5.

Second seed Stefanos Tsitsipas was bundled out of the Miami Open in straight sets during Tuesday's fourth round by 2022 US Open semi-finalist Karen Khachanov.

The Russian 14th seed prevailed 7-6 (7-4) 6-4 over Tsitsipas in one hour and 34 minutes, powering 25 winners and making only nine unforced errors, compared to the Greek's 14.

Khachanov's triumph ended a winless 0-6 head-to-head record against Tsitsipas, while it also snapped his own 23-match losing streak against top-10 opponents.

The Russian, who also made this year's Australian Open semi-finals, has qualified for four of his six tour-level events this year.

Khachanov will take on 25th seed Francisco Cerundolo in the quarter-finals, with the Argentinian fighting back to get past Lorenzo Sonego 3-6 6-3 6-2 in just over two hours.

Defending champion and top seed Carlos Alcaraz had less trouble against Tommy Paul, cruising into the quarter-finals with a 6-4 6-4 victory.

Alcaraz won the winners' count 24-9, setting up a quarter-final clash with ninth seed Taylor Fritz, as the Spanish 19-year-old chases a rare Sunshine Double, having won last week's Indian Wells Open.

Fritz progressed after getting past seventh seed Holger Rune 6-3 6-4 in 86 minutes, sending down eight aces and 22 winners for the match.

Fourth seed Daniil Medvedev played late into the evening after a lengthy rain delay in Miami, but made light work of Quinten Halys 6-4 6-2, triumphing just past 1:30am local time.

Medvedev, who is into his third straight Miami quarter-final, will face American qualifier Christopher Eubanks in the last eight after he got past Frenchman Adrian Mannarino 7-6 (7-2) 7-6 (7-5) in another rain-delayed contest.

Italian 10th seed Jannik Sinner knocked off sixth seed Andrey Rublev 6-2 6-4, advancing to face Emil Ruusuvuori after he beat Botic van de Zandschulp 4-6 6-4 7-5.

Three of the top seeds in the Miami Open field were eliminated on Monday as Felix Auger-Aliassime, Hubert Hurkacz and Frances Tiafoe were all sent packing.

Fifth seed Auger-Aliassime was taken out 6-2 7-5 in one of the biggest wins of Francisco Cerundolo's career, with the Argentine avenging recent losses to the Canadian at both the Australian Open and the Indian Wells Open.

Adrian Mannarino's 7-6 (7-5) 7-6 (7-0) victory over eighth seed Hurkacz was arguably an even bigger upset, as it snapped his streak of nine consecutive losses against top-10 opponents at Masters 1000 events.

The 34-year-old Frenchman absorbed 20 aces from Hurkacz and still came out on top, limiting his own unforced errors to 13 for the match.

A third upset of the day saw unseeded Italian Lorenzo Sonego play a near faultless match to eliminate 12th seed Tiafoe, finishing the contest with 22 winners and only two unforced errors, while not facing a single break point in the brief 68-minute battle.

There was no drama for Daniil Medvedev as the fourth seed received a walkover against Alex Molcan, and he will face France's Quentin Halys in the fourth round after his 7-6 (7-2) 6-3 triumph over Mackenzie McDonald.

Two seed Stefanos Tsitsipas almost joined the long list of seeded victims, but he prevailed 6-3 4-6 6-4 against Christian Garin in the day's only three-setter.

The Greek star will meet Russian 14th seed Karen Khachanov in the fourth round after his comfortable 6-2 6-4 result over Jiri Lehecka, while unseeded American Christopher Eubanks finished the day's play with a 6-3 7-6 (9-7) defeat of Gregoire Barrere.

Hubert Hurkacz prevailed 6-7 (10-12) 7-6 (9-7) 7-6 (8-6) in a thrilling three-and-a-half hour battle against Thanasi Kokkinakis during Saturday's second round of the Miami Open.

It was Hurkacz's first match of the tournament after the eighth seed received a bye through the first round, and he came up against a match-fit Kokkinakis after the Australian went three sets in his opening victory.

The world number nine had to save five Kokkinakis match points before sealing the win with his first chance, three hours and 34 minutes after the contest began.

Kokkinakis was not the only Australian on the day to go down in a gruelling three-setter as 15th seed Alex De Minaur fell 6-7 (5-7) 7-6 (7-3) 7-6 (10-8) to Quentin Halys in three hours and 20 minutes.

It was far smoother sailing for fourth seed Daniil Medvedev in his 6-1 6-2 triumph over Roberto Carballes Baena, giving the Russian his first win since his 19-match unbeaten streak was ended at the hands of Carlos Alcaraz in the Indian Wells Open final.

The biggest upset of the day came from France's Gregoire Barrere as he eliminated 11th seed Cameron Norrie 6-3 6-2, before Adrian Mannarino ensured a great day for the French contingent with a 6-4 3-6 6-1 result against Ben Shelton in the late window.

Fifth seed Felix Auger-Aliassime needed a pair of tiebreakers to dispatch Brazil's Thiago Monteiro 7-6 (7-5) 7-6 (10-8), while big-serving 19th seed Matteo Berrettini came out on the wrong side of some tiebreakers in his 7-6 (10-8) 7-6 (7-5) loss to Mackenzie McDonald.

The skid from 18th seed Lorenzo Musetti continued as the 21-year-old went down 6-4 6-4 to Jiri Lehecka, giving the Italian seven losses from his past eight matches.

Karen Khachanov fought off the challenge of recent Chile Open finalist Tomas Martin Etcheverry 6-1 3-6 6-3, and second seed Stefanos Tsisipas received a walkover as Richard Gasquet withdrew.

Richard Gasquet will get a showcase match against second-seed Stefanos Tsitsipas in the second round of the Miami Open after prevailing 6-4 3-6 6-1 against Christopher O'Connell on Thursday.

The biggest names in the field learned their opponents after the 32 seeded entrant received byes into the second round of the Masters 1000 event, and Tsitsipas will be desperate to avoid a third consecutive loss after quick exits at the Rotterdam Open and Indian Wells Open in recent weeks.

Fourth seed Daniil Medvedev is waiting for Roberto Carbellas Baena after he blew away Bernabe Zapata Miralles 6-0 3-0 (retired) in an all-Spanish showdown, while fifth seed Felix Auger-Aliassime will meet Brazil's Thiago Monteiro in the second round after his 6-4 7-6 (8-6) triumph over Australia's Jason Kubler.

After O'Connell and Kubler both fell, Thanasi Kokkinakis flew the flag for Australia with a 4-6 6-3 7-6 (9-7) comeback against Belgian wildcard Zizou Bergs, and his reward will be a battle against Polish eighth seed Hubert Hurkacz.

France's Gregoire Barrere earned a big matchup against 11th seed Cameron Norrie after eliminating Roman Safiullin 6-4 3-6 6-3, and Safiullin's Russian compatriot Pavel Kotov will join him on an early flight home after going down 6-2 6-2 against recent Chile Open finalist Tomas Martin Etcheverry.

World number three Stefanos Tsitsipas has left the Indian Wells Masters without a win after a shock 7-6 (7-0) 4-6 7-6 (7-5) loss to Jordan Thompson on Friday.

Tsitsipas, the second seed with Novak Djokovic not present, received a bye through to the second round, and he showed some rust with three double faults in the opening set. 

Thompson capitalised, with an incredible 21 winners to only two unforced errors in the first set, and he closed it out with 15 winners and four unforced errors in the deciding frame for the biggest win of his career.

The Australian will now meet Chile's Alejandro Tabilo in the third round after he upset 32nd seed Maxime Cressy in a gruelling 7-6 (7-3) 7-6 (15-13) triumph.

Meanwhile, it was smooth sailing for third seed Casper Ruud in his 6-2 6-3 victory over Diego Schwartzman, and a similar story for fifth seed Daniil Medvedev in his 6-4 6-3 result against Brandon Nakashima.

Alexander Zverev, the 12th seed, had no issues in his 6-3 6-1 domination of Pedro Cachin in 77 minutes, and 13th seed Karen Khachanov also took exactly 77 minutes to see off Oscar Otte 6-3 6-3.

England's 10th seed Cameron Norrie breezed past Tung-lin Wu 6-2 6-4, while Italy's 20th seed Matteo Berrettini suffered an early 7-6 (7-5) 0-6 6-3 exit at the hands of Japan's Taro Daniel.

In the late window, after a lengthy weather delay, 14th seed Frances Tiafoe won his all-American showdown against Marcos Giron 6-2 6-2.

Defending champion Felix Auger-Aliassime must overcome a dismal record against Daniil Medvedev to go any further at the Rotterdam Open after both won on Thursday to set up a heavyweight quarter-final, while Stefanos Tsitsipas crashed out.

Third seed Auger-Aliassime beat French qualifier Gregoire Barrere 6-4 6-3, while Medvedev earned a 6-2 6-2 victory against Dutchman Botic van de Zandschulp.

Despite being the higher-ranked of the two at present, Canadian Auger-Aliassime has a 0-4 career record against Russian Medvedev.

Those losses include a painful defeat from two sets up in the 2022 Australian Open quarter-finals, and a US Open semi-final knockout blow in the previous season.

It is a record that is all the more surprising considering Auger-Aliassime has wins over Novak Djokovic, Rafael Nadal, Roger Federer, Andy Murray and Carlos Alcaraz to his name.

Auger-Aliassime sits eighth on the ATP ranking list, three places clear of former number one Medvedev, who is relishing their clash on Friday.

Medvedev said on Amazon Prime: "Felix is a top player. He won here last year and played amazing at the end of last season. I'm looking forward to a tough match, and hopefully I can be at my best.

"He's going to take his opportunities. He's going to go for it when he has the chance. So I will need to be at my best and everything has to be better."

Top seed and Australian Open runner-up Tsitsipas was beaten 6-4 6-3 by Jannik Sinner, with last week's Open Sud de France champion winning in an hour and 21 minutes to set up a quarter-final against Stan Wawrinka.

It was Sinner's first career win over a top-three opponent. The Italian held a 0-8 record against such opponents coming into this match.

Fourth seed Holger Rune is also out after retiring hurt while 6-4 4-0 down to Dutch wildcard Gijs Brouwer, who advances to play compatriot Tallon Griekspoor.

Australian Alex de Minaur advanced to the final eight with a 7-5 3-6 6-3 win over American Maxime Cressy, earning a shot at Grigor Dimitrov next.

Rotterdam Open top seed Stefanos Tsitsipas and defending champion Felix Auger-Aliassime were joined by Daniil Medvedev in progressing through their first-round ties.

Auger-Aliassime won his first Tour-level title at the event last year and went from strength to strength in 2022, winning another three singles trophies.

The world number eight, seeded third, started his title defence with a convincing 6-2 6-3 defeat of Italy's Lorenzo Sonego on Tuesday.

"Of course, I was hoping to win and get through, but 6-2, 6-3 is a great performance against a player that is tricky like he is... it's a great way to start the week," said Auger-Aliassime, who needed just 82 minutes to clinch victory and set up a last-16 meeting with qualifier Gregoire Barrere.

The Canadian is relishing his title defence, and feels he is a stronger competitor than this time last year in a warning shot to his rivals.

He added: "Last year was an amazing year, but this year is a different one. I think I'm a better player overall.

"Of course, the best thing I can do compared to last year is win again, so hopefully I can do that. The draw is really strong, but I'm confident if I can keep playing the way I did today I'll get my chances and then we'll see."

Auger-Aliassime might be the reigning champion, but world number three Tsitsipas is the favourite.

Emil Ruusuvuori was no match for Australian Open runner-up, who prevailed 7-5 6-1 and has a 13-1 record for the season.

"The process that you get to repeat these things over and over again, it gives you tremendous understanding of how things actually work," Tsitsipas said. 

"I think being able to get in these moments more and more often on the Tour helps you understand, makes you wiser when you're trying to deal with all these problems."

Tsitsipas, who could face Open Sud de France champion Jannik Sinner in the next round, ensured there would be no curse of the top seed in Rotterdam, where the favourite had lost their first match in two of the last three editions.

On both occasions (2020 and 2021), that was Medvedev, but the former world number one fought from a set down to beat Alejandro Davidovich Fokina 4-6 6-2 6-2.

World number 10 Hubert Hurkacz also had to battle against a Spaniard in the form of Roberto Bautista Agut. The fifth seed needed three hours to win 7-5 6-7 (7-9) 7-6 (7-4) and tee up an encounter with Grigor Dimitrov. 

Alexander Zverev defeated Soonwoo Kwon in straight sets to book his progress, while Gijs Brouwer got the better of Marc-Andrea Huesler.