Andy Murray tie. At the Masters, Murray lost in the first round in Miami, Monte Carlo and Rome. Murray went out of the tournaments in Indian Wells and Hamburg in the second round. Murray reached his first Masters semi-final in Toronto at the Rogers Cup, losing to Richard Gasquet. At Cincinnati, Murray became only one of two players, alongside Rafael Nadal, to defeat Roger Federer in 2006, breaking the Swiss star's 55 match winning streak on hard courts. He lost two rounds later to Andy Roddick, but broke into the top 20 for the first time. In the final two Masters events
2009 Wimbledon Championships Andy Murray advanced to the second round, and he was joined by two-time Wimbledon finalist Andy Roddick, 2003 French Open Champion Juan Carlos Ferrero, Juan Martín del Potro, Gilles Simon, Tommy Haas, 2002 Wimbledon Champion Lleyton Hewitt, Nikolay Davydenko, David Ferrer, and Stan Wawrinka. "The Magician" Fabrice Santoro, who was competing in his last Wimbledon, scored a straight set victory over Nicolas Kiefer, 6–4, 6–2, 6–2. Three retirements were recorded on the men's side, with Denis Istomin retiring against Fabio Fognini, Grigor Dimitrov retiring against Igor Kunitsyn, and Dmitry Tursunov retiring against Mischa Zverev. Nicolas Devilder fought off a five