Solid-phase synthesis polymer-bound oximes

WF DeGrado, ET Kaiser. Polymer-bound oxime esters as supports for solid-phase peptide synthesis. Preparation of protected fragments. J Org Chem 45, 1295, 1980. 

F. Polymer-bound Oximes in Solid-phase Synthesis. 182... 

DeG1980 DeGrado, W.F. and Kaiser, E.T., Polymer-Bound Oxime Esters as Supports for Solid-Phase Peptide Synthesis. The Preparation of Protected Peptide Fragments, J. Org. Chem., 45 (1980) 1295-1300. 

The polymer-bound p-nitrobenzophenone oxime (71d) has been found to be a suitable support for stepwise peptide synthesis. Protected peptides can be assembled on 70d by coupling and deprotection steps similar to those employed in the usual Merrifield solid-phase procedures (Scheme 39). Cleavage of peptides from 71d can be accomplished with hydrazine and amino acid esters under mild conditions, which do not affect benzyl ester side-chain protecting groups. 

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