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È stata una giornata piena di sorprese nel Principato di Monaco. In un colpo solo il Masters 1000 di Monte Carlo ha infatti perso - allo stadio degli ottavi di finale - ben tre membri della top 10 del ranking oltre al numero 11 al mondo Daniil Medvedev, battuto però dal numero 10 Alex De Minaur. A distanza di poche ore Jack Draper (ATP 6), Casper Ruud (7) e Andrey Rublev (9) hanno dovuto salutare il torneo, sconfitti rispettivamente da Alejandro Davidovich-Fokina (42), Alexei Popyrin (27) e Arthur Fils (15).
Ha invece alzato i giri del motore Carlos Alcaraz (3) che si è sbarazzato in 1h23’ del malcapitato Daniel Altmaier (84) con un secco 6-3 6-1. Passano ai quarti di finale anche Stefanos Tsitsipas (8), che non ha avuto problemi contro Nuno Borges (43), e Lorenzo Musetti (16), il quale ha avuto la meglio su Matteo Berrettini (34) nel derby tutto italiano.
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