Mechanism of reductive acidolysis. Using the acid-stable Msz group as the semipermanent side-chain protecting group in combination with an acid-labile temporary Nα-protecting group such as Boc, a novel two-dimensional (2D) protection methodology in peptide synthesis has been developed by Kiso et...
The core content of this chapter will be focused on the behavior, mechanism, and potential solution for these side reactions invoked in the process of peptide cleavage and global deprotection.Yi YangSide Reactions in Peptide Synthesis
Table 1.Comparison of catalyst effectiveness for formation of bis-benzhydryl thymidine (3b). Scheme 2.Mechanism for diphenylmethyl ether protection. As we wanted to favor the Lewis acid pathway, we further evaluated catalysts which can form more acidic salt complexes, e.g., nickel being located ...