Novak Djokovic’s latest bid for a record 25th Grand Slam title crashed to a halt on Friday as 28th-ranked Alexei Popyrin knocked the defending champion out of the US Open third round.

One day after third seed Carlos Alcaraz slumped to a shock defeat against 74th-ranked Botic van de Zandschulp, 25-year-old Popyrin robbed the tournament of another superstar with a 6-4, 6-4, 2-6, 6-4 victory.

Popyrin handed Djokovic his earliest US Open exit in 18 years and his earliest Grand Slam exit since he fell in the second round of the Australian Open in 2017 — which was also the last year the Serbian great failed to claim a single Grand Slam title.

Although he won the Olympic gold he had long coveted at the Paris Games, an uneven season that included knee surgery saw Djokovic come up empty in the majors.

He had beaten Popyrin in three prior encounters, including at the Australian Open and Wimbledon this year. But a career-high 14 double faults — 49 unforced errors total — were too much for Djokovic to overcome.

“It was just an awful match for me,” Djokovic said. “I mean, I tried so many things, and sometimes that’s an issue … you move away from the basics that work. You lose the foundation. You lose the movement, the timing, the rhythm, the tempo, everything, whether it’s a serve or any other shot.”

Popyrin, coming off the biggest title of his career at the Montreal Masters, saved five break points in the sixth game of the match, swinging fearlessly to seize the first two sets.

Djokovic gave himself some breathing room with an early break in the third. Popyrin clawed back only for Djokovic to break him twice more, the Serbian taking full advantage of Popyrin’s mounting errors.

But the Aussie responded in a tense fourth set, saving break points in the second game before breaking again for a 3-2 lead.

He stayed patient as Djokovic saved three break points and when the Serbian double-faulted to gift him another Popyrin capitalized with a blistering forehand winner and let out a massive roar.

Djokovic delivered four double faults in dropping his serve to trail 5-2. He won the next two games, but Popyrin claimed the match with a love game.

“I was waiting for him to kind of step up,” Popyrin said. “I didn’t want to be one of those moments where Novak kind of stepped up and came back from two sets to love down. It was kind of extra motivation for me not to do that and to win that fourth set.”

Popyrin will next face Frances Tiafoe, who beat fellow American Ben Shelton 4-6, 7-5, 6-7 (5/7), 6-4, 6-3 in a pulsating afternoon contest at Arthur Ashe Stadium.

Tiafoe avenged a quarter-final loss to Shelton in New York last year, withstanding 23 aces with a brilliant return display that saw him muster 21 break points and convert five. That included one break in each of the last two sets.

World number six Andrey Rublev of Russia beat Czech Jiri Lehecka 6-3, 7-5, 6-4 and eighth-seeded Norwegian Casper Ruud rallied from two sets down to beat 19-year-old Shang Juncheng of China 6-7 (1/7), 3-6, 6-0, 6-3, 6-1.

Gauff rallies

Defending women’s champion Coco Gauff survived late-match drama in a 3-6, 6-3, 6-3 victory over Elina Svitolina.

Gauff’s third-set surge had carried her to triple match point at 5-2, but she delivered a pair of double faults and Svitolina saved another with a blazing backhand on the way to a break.

But Gauff broke Svitolina at love in the next game to lock up the win. Gauff next faces fellow American Emma Navarro, who upset her in the fourth round at Wimbledon. Navarro beat Ukraine’s Marta Kostyuk 6-4, 4-6, 6-3.

All the drama on Ashe Stadium meant second-seeded Australian Open champion Aryna Sabalenka didn’t get underway on the cavernous court that seats nearly 24,000 until after midnight.

After a slow start, she wrapped up a 2-6, 6-1, 6-2 victory over Russian Ekaterina Alexandrova at 1:48am.

Seventh-seeded Olympic gold medallist Zheng Qinwen of China, who rallied from a set down in each of her first two matches, dispatched Germany’s Jule Niemeier 6-2, 6-1. Zheng next faces Croatian Donna Vekic in a rematch of the Paris Olympics gold medal match.