An investigation of racemisation during the use of acetoacetyl-L-valine in peptide synthesis

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39690000350

Abstract

The acetoacetyl group allows quantitative retention of configuration in the synthesis of a peptide (valylvaline methyl ester) when suitable condensing agents such as dicyclohexylcarbodi-imide alone or in the presence of N-hydroxysuccinimide are used, and hydroxylamine hydrochloride in an acidic medium is the cleavage agent.

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