Kevin Bond described Aaron Lennon and Jermain Defoe as 'extremely doubtful' for Monday's clash at Liverpool.
The pair suffered hamstring injuries in last Friday's FA Cup win at Watford and had to sit out Tuesday's win against Wigan.
Assistant boss Kevin said it was too early to to say whether or not Rafa van der Vaart would be fit for Anfield after a calf problem forced him off in the first half against the Latics.
However, there was good news as Kyle Walker, who also came off against Wigan with a slight groin problem, is expected to be fit.
"Aaron and Jermain are being treated, both are extremely doubtful for Monday but obviously we'll give them every chance," said Kevin before training at Spurs Lodge on Thursday morning. "The medical staff are working hard to see if they can get them there.
"Rafa went off with a calf strain and it's a bit early to say what his prospects are for Monday. Kyle Walker should be fine."