Montreal’s Gabriel Diallo advanced to his first career ATP Tour semifinal with a 3-6, 6-3, 6-4, upset of Chile’s Alejandro Tabilo on Friday at the Almaty Open tennis tournament in Kazakhstan.

The 23-year-old, currently ranked 118th on the ATP Tour, had six aces without committing a double fault and was broken just once in the match that lasted just under two hours.

Diallo took control of the match when back-to-back unforced errors by Tabilo gave him a break to go up 2-1 in the third set.

The Canadian held serve the rest of the way, winning the match with an ace.

The six-foot-eight Diallo will next face fourth seed Francisco Cerundolo of Argentina at the ATP 250 event.

Tabilo, who was born in Toronto and represents his parents’ country of birth, was ranked No. 2 at the tournament and was looking for his third title of the year.

WATCH: Diallo advances to semifinals: 

Auger-Aliassime upended by Agut

Montreal’s Felix Auger-Aliassime was eliminated in the quarterfinals of the European Open tennis tournament with a 3-6, 6-2, 7-6 (6) loss to Spanish veteran Roberto Bautista Agut on Friday in Antwerp, Belgium. 

Auger-Aliassime fired 19 aces in the match, but struggled to stay consistent after a dominant first set.

Bautista Agut forced three errors from Auger Aliassime, including on the final two points, in the third-set tiebreaker to win the match in two hours 42 minutes.

The Spaniard evened his career record with Auger-Aliassime at 3-3.

WATCH: Auger-Aliassime ousted in Belgium:

Auger-Aliassime eliminated in quarterfinals at the European Open

Roberto Bautista Agut took out Felix Auger-Aliassime 3-6, 6-2, 7-6 (6) Friday in Antwerp, Belgium.

Auger-Aliassime, seeded third in Antwerp, was coming off a three-set win over Hungary’s Marton Fucsovics on Wednesday that ended a four-match losing streak on the ATP Tour.

His record this season fell to 31-24.

While the world No. 21 has struggled on tour recently, he was perfect representing Canada in Davis Cup group stage play in September with three singles wins and a doubles victory.

Canada faces Germany in the Davis Cup quarterfinals on Nov. 20 in Malaga, Spain. Auger-Aliassime withdrew from the team competition earlier this month and will be replaced by veteran Milos Raonic.

Dabrowski, Routliffe out of Japan event by walkover

Gabriela Dabrowski of Ottawa and New Zealand’s Erin Routliffe are out of the Japan Women’s Open tennis tournament.

Spain’s Cristina Bucsa and Romania’s Monica Niculescu advanced to the final on Thursday in Osaka by way of walkover.

The fourth seeds were supposed to play the top-seeded Dabrowski and Routliffe in the semifinals.

Bucsa and Niculescu will next face third-seeded Ena Shibahara of Japan and Laura Siegemund of Germany in the final.

Dabrowski and Routliffe defeated Japan’s Shuko Aoyama and Eri Hozumi in the quarterfinals 6-2, 6-4 on Wednesday to advance.