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On-resin Intramolecular Chemoselective Oxime Bond Formation to Cyclic Peptides

Jaya T. Varkey , Jaya T. Varkey

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Journal of Pharmaceutical and Medicinal Chemistry 1(1):p 23-27, January - June 2015. | DOI:

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Abstract

 The synthesis of a peptide containing an oxime bridge performed on solid-phase is described. The strategy used takes advantage of selective acidolytic removal of Boc and acetal protecting while minimally cleaving a PAL anchor, as well as compatibility of PEG-PS resin supports with aqueous conditions for oxime formation.

Keywords: cyclic peptide, oxime bond, on-resin, intramolecular bridge. 

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