Dos Santos was a member of the Mexico under-17 team that won the 2005 U17 World Championship held in Peru.
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and played for Barcelona's Juvenil A category, where he helped his team to make a comeback in the league and win the regional title.
This title allowed them to participate in the Youth Copa del Rey, where they faced other regional champions, among them their historic arch-rivals, Real Madrid.
In March 2009, Dos Santos signed on loan at Ipswich Town until the end of the season.
He scored his first league goal and the equaliser in the following game against Burnley.
He was substituted off, however, due to an ankle injury early on in a League Cup game against Preston North End and managed to make only a substitute appearance in a 1–0 loss to Wolverhampton Wanderers.
Dos Santos' commitment was questioned by then Tottenham boss Harry Redknapp, who warned him to stay away from nightclubs and revealed that he was often late for training on Mondays.He made his way up the ranks, eventually playing for the senior squad, making his debut in 2007.That year, he was named by World Soccer Magazine as one of the "Top 50 Most Exciting Teen Footballers".It was also the last game Dos Santos played before joining Tottenham Hotspur.On 18 June 2008, Dos Santos passed a medical and agreed terms to complete his move to Tottenham from Barcelona.He returned to Tottenham in the summer having failed to score for Galatasaray, and stayed there for half a season before being loaned to La Liga club Racing de Santander in January.