Abstract
The presence of low pKa N‐hydroxylamines is beneficial in peptide chemistry as they reduce some base‐mediated side reactions. Here we evaluated the applicability and buffering capacity of Ethyl 2‐cyano‐2‐(hydroxyimino) acetate (Oxyma) in the prevention of aspartimide/piperidide formation and Pro‐based overcoupling and compared it with the performance of HOBt and HOAt. In addition, the compatibility of these additives with the highly acid‐labile 2‐chlorotrityl chloride resin is examined. © 2011 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 98: 89–97, 2012.

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