Date	Tournament	Round	Surface	Result	Opponent	Score
2026-06-20	Mallorca	Round of 32	Grass	L	Grigor Dimitrov	6-17-6(3)
2024-07-15	Newport	Round of 32	Grass	L	Ethan Quinn	6-36-7(3)6-1
2024-01-15	Australian Open	Round of 128	Hard	L	Alexei Popyrin	6-37-6(3)6-2
2023-09-20	Zhuhai	Round of 32	Hard	W	Dane Sweeny	6-36-1
2023-09-20	Zhuhai	Round of 16	Hard	L	Cameron Norrie	6-06-3
2021-09-20	Nur-Sultan	Round of 32	Hard	L	Lorenzo Musetti	6-42-66-4
2021-07-19	Gstaad	Round of 16	Clay	L	Cristian Garin	6-36-0
2021-07-19	Gstaad	Round of 32	Clay	W	Sandro Ehrat	7-56-3
2021-06-28	Wimbledon	Round of 64	Grass	L	Cristian Garin	7-6(3)6-22-67-6(5)
2021-06-28	Wimbledon	Round of 128	Grass	W	Yen Hsun Lu	6-27-54-66-1
2021-02-22	Singapore	Round of 32	Hard	L	Yasutaka Uchiyama	6-42-66-4
2021-02-08	Australian Open	Round of 128	Hard	L	Marton Fucsovics	4-66-36-16-7(3)6-3
2021-02-01	Murray River Open	Round of 64	Hard	L	Harry Bourchier	6-46-4
2020-10-12	Cologne 1	Round of 32	Hard	L	Hubert Hurkacz	6-27-5
2020-09-28	Roland Garros	Round of 64	Clay	L	Cristian Garin	6-7(5)6-27-6(3)6-4
2020-09-28	Roland Garros	Round of 128	Clay	W	Ugo Humbert	6-26-23-66-3
2020-08-31	US Open	Round of 128	Hard	L	Marcos Giron	6-46-7(5)3-66-46-2
2020-01-20	Australian Open	Round of 64	Hard	L	Dusan Lajovic	6-26-46-3
2020-01-20	Australian Open	Round of 128	Hard	W	Mikhail Kukushkin	6-46-34-66-7(8)6-4
2019-07-29	Washington	Round of 64	Hard	W	Malek Jaziri	6-26-4