Mauricio Pochettino has suffered a double injury blow.
Mousa Dembele suffered a flare up of a hip problem during Tottenham's training session in Madrid.
Victor Wanyama will also see a specialist this week as he battles back from a knee problem.
Tottenham boss Pochettino said: "We don't know how bad Mousa's problem is yet. It is a shame and a technical problem, we will see how bad it is."
On Wanyama, he added: “We are concerned about his situation, must wait to see what happens when he sees the specialist. we have no clear idea what is going on.”
Erik Lamela is back in full training while Danny Rose could start in Tottenham's Carabao Cup tie with West Ham in midweek.
Pochettino's men face Liverpool on Sunday and the Spurs boss admits it will be a major test for their title ambitions.
"Liverpool have one of the best squads in the Premier League, unbelievable players and a great manager so it will be very tough," said Pochettino.
"It will be very, very tough and I've told all of the players we must be ready for a very hard game."