There are a few points to the Jewish and Christian polemic over, the mother of all disputed texts, Isaiah 52:13-53:12 (succinctly referred to as Isaiah 53).
The following parsed essay is a basic rundown of the charges made against Christianity and some responses from the context of the text and from rabbinic writings.
The charges are made by what I will term Modern Rabbinic Judaism; meaning that the Rabbis decide the authoritative interpretations.
This essay is parsed thusly:
Part 1: Introduction and Context
Part 2: Various Rabbis and Jewish Scholars