Andy Murray's U.S. Open preparations suffered a setback when he was upset 6-4 6-3 by an inspired Ernests Gulbis in the third round of the Rogers Cup on Thursday.
Playing just his second match since his Wimbledon triumph, Murray surrendered in less than 90 minutes to the Latvian world number 38, who produced some breathtaking shots on the Montreal hardcourt.
The loss leaves Briton Murray with only the Cincinnati Masters to fine-tune his game before the defence of his U.S. Open title, having enjoyed a long lay-off in the wake of his second grand slam crown.
"The goal is to try and peak at the U.S. Open," Murray told reporters. "But to do that you need to make sure you prepare yourself well and obviously I would have liked to have done better here."
Gulbis will now face either Argentina's Juan Martin del Potro or Canadian Milos Raonic in the quarter-finals.
Novak Djokovic and Rafael Nadal were made to work for their wins Thursday as the elite seeds struggled.
Top seed and three-time Canadian champion Djokovic dropped the opening set before swinging back into form to earn a 2-6, 6-4, 6-4 win over 66th-ranked Denis Istomin. Nadal subdued Poland's Jerzy Janowicz 7-6 (8/6), 6-4.
It was a huge day for host Canada, with two players into the quarter-finals for the first time since 1989.
Wild card Vasek Pospisil shocked fifth seed Tomas Berdych 7-5, 2-6, 7-6 (7/5) while 11th seed Milos Raonic blasted former US Open champ Juan Martin del Potro 7-5, 6-4.
Raonic, treated for a pinched nerve in his neck for 12 minutes in the first set, also got a break when the chair ruled a ball dead on a point in the eighth game of the second set despite his foot brushing the net.
The call led to a break of del Potro for 4-4 a few games from the end and left the Argentine angry.
Raonic won 79 percent of his first-serve points and fired a dozen aces to just one for del Potro.
Djokovic was caught by surprise in his match with Istomin as the Uzbek broke twice to win the opening set. It was uphill for the remainder of the two-hour, seven-minute match before Djokovic salted away the win with a ninth ace.
Murray, who had won all five previous meetings with the colourful Gulbis, saw his 13-match winning streak snapped.
"I'm obviously disappointed not to win," said Murray. "I hit the ball better today than I did yesterday, I just got broken at the end of both sets.
"There's obviously some things for me to work on, but I think that will come with playing matches."
Gulbis went through in less than 90 minutes with three breaks of Murray, twice a champion in Canada.
Gulbis, ranked 38 in the world, reached his third career quarter-final at the Masters 1000 level but first since Madrid in 2010 where he lost to Roger Federer.
Fourth seed Nadal, playing his first event in seven weeks since losing in the first round at Wimbledon to Belgian Steve Darcis, needed one and three-quarter hours to see off Polish 15th seed Janowicz, a Wimbledon semi-finalist.
"I had a very good victory today against a very difficult opponent, I'm very happy," said Nadal, winner of seven titles this season.
"I did a few things well and there are a few things I need to improve a little bit more.
"In general I'm pleased with the way I played, it's a great victory for me, an important one."
The victory was a major contrast to Nadal's opening match, where he lost just two games against Canada's Jesse Levine.
Nadal, the French Open champion and with seven titles in 2013, has now won 45 matches since his return in February from a seven-month injury lay-off.
The Spaniard will square off on Friday against Australian qualifier Marinko Matosevic, who needed two and a half hours to defeat Frenchman Benoit Paire, 7-6 (9/7), 6-7 (10/12), 6-3.
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