Danish teenager Holger Rune stunned Greek fourth seed and last year’s runner-up Stefanos Tsitsipas.
Second seed Daniil Medvedev was also a surprise casualty, in straight sets to Croatian veteran Marin Cilic.
World number one Iga Swiatek dropped a set for the first time at the tournament but got past Chinese teenager Zheng Qinwen in three.
Here, the PA news agency looks back at day nine at the French Open.
Picture of the day
Match of the day
Rune had not won a match at a grand slam before arriving in Paris last week, but the rookie battled to a thrilling victory over an out-of-sorts Tsitsipas, winning 7-5 3-6 6-3 6-4 on a packed Court Philippe-Chatrier.
Shot of the day
Zheng Qinwen’s drop shots had Swiatek scrambling at times during the top seed’s win.
Quote of the day
These kids are going to want to beat me badly because obviously they are chasing. I'm hungry to beat them too
Fans of the day
Lucky these boys aren’t fans of Anna Karolina Schmiedlova.
Stat of the day
Brit watch
Not a vintage day. Neal Skupski and America’s Desirae Krawczyk bowed out in the quarter-finals of the mixed doubles, losing a match tie-break 10-8 to Ulrikke Eikeri and Joran Vliegen. Lloyd Glasspool and Finland’s Harri Heliovaara lost in the men’s doubles to Matwe Middelkoop and Rohan Bopanna.
Fallen seeds
Women: Madison Keys (22), Camila Giorgi (28)
Men: Daniil Medvedev (2), Stefanos Tsitsipas (4), Jannick Sinner (11), Hubert Hurkacz (12)
Up next
It has been the most hotly-anticipated match since the draw was made. Rafael Nadal, the 13-time winner, takes on defending champion and world number one Novak Djokovic for a place in the semi-finals.
It will be the 59th time the duo, with 41 grand slam titles between them, have met. The box-office showdown is the night match, starting around 7.45pm UK time.
