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Away in Bergamo against Atalanta, the Reds need to win by three goals in 90 minutes just to force extra-time.
A big problem all through the season has been conceding the first goal and while that has often been the catalyst for a comeback, against Atalanta and then Crystal Palace, Liverpool has been unable to recover.
Here's the confirmed team news, along with who some of our Liverpool.com writers would have selected.
Confirmed Liverpool XI vs Atalanta: Alisson; Robertson, Van Dijk, Konaté, Alexander-Arnold; Mac Allister, Jones, Szoboszlai; Díaz, Gakpo, Salah.
Matt Addison - Cody Gakpo has to come in
Liverpool just has to go for it here and hope for the best in terms of progressing through to the semi-finals.
I've been very clear for a while now that Dominik Szoboszlai, Alexis Mac Allister and Curtis Jones are the best three that Liverpool can pick.
It's a strong team but we're at the point in the season where there is no point thinking too much about rotation.
My starting XI: Alisson; Alexander-Arnold, Quansah, Van Dijk, Robertson; Szoboszlai, Mac Allister, Jones; Salah, Gakpo, Díaz
Predicted scoreline: 2-2 draw.
One thing to watch:Can Liverpool actually score first instead of going behind?
Liam Prenderville - Jota gets the nod
The Reds have to go on the offensive but cannot afford to be too gung-ho from the off as a goal for Atalanta would all but kill the tie off.
Trent Alexander-Arnold has to come in after his appearance off the bench against Crystal Palace, while I am going for Joe Gomez over Jarell Quansah in central defense.
Harvey Elliott has been pushing for a start in recent weeks and just get the nod ahead of Curtis Jones in the Liverpool midfield.
That leaves Cody Gakpo and Darwin Núñez primed to make an impact off the bench.
My starting XI: Alisson; Alexander-Arnold, Gomez, Van Dijk, Robertson; Mac Allister, Szoboszlai, Elliott; Salah, Jota, Díaz
Predicted scoreline: 3-1 to Liverpool.
One thing to watch: Can the Reds keep a clean sheet and force extra-time?