After getting the better of FC Internazionale Milano in the group stage, free-scoring Tottenham Hotspur FC return to San Siro to take on AC Milan in the first leg of their last-16 tie.
Harry Redknapp's side got the better of Milan's city rivals, FC Internazionale Milano, in the group stage. Previous meetings.
Tottenham prevailed in the clubs' one previous two-legged encounter in the 1971/72 UEFA Cup semi-final. Keeping goal for Milan was Fabio Cudicini, father of Tottenham's reserve custodian Carlo.
Since overcoming Liverpool FC in the 2007 UEFA Champions League final, Milan have failed to win in five meetings with English teams. After a 2-0 aggregate loss to Arsenal in 2007/08, they drew at Portsmouth FC in the 2008/09 UEFA Cup group stage before a 7-2 aggregate defeat by United 12 months ago.
Besides facing Milan and Inter, Spurs' only other encounter with Serie A opposition was a 2-0 loss at Udinese Calcio in the 2008/09 UEFA Cup group stage.
William Gallas captained the Arsenal side that beat Milan in 2007/08.
Heurelho Gomes was in the PSV Eindhoven team defeated on away goals by Milan in the 2004/05 semi-finals.
Tottenham's January signing Steven Pienaar was in the AFC Ajax team that lost 3-2 on aggregate to Milan in the 2002/03 quarter-finals, scoring in the 3-2 second-leg defeat at San Siro. He also played in Ajax's 1-0 group-stage defeat in Milan the following season.
source : uefa official site
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