Solution-phase-peptide synthesis without purification of column chromatography and recrystallization by protecting amino acid esters with phosphinyl chloride

Guigen Li, Guanghui An, Wei Zhou, Xiaokang Xu, Yi Pan

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

Biphenyl phosphinyl chloride (Bpp-Cl) has been successfully applied for the amino acid GAP (Group-Assisted Purification) protection. The resulting N-protected amino acid esters have been readily converted into the corresponding amino acids and peptides through GAP operation. Biphalin, enkephalin derivatives and the fragments of surfaxin have also been synthesized via GAP work-up by avoiding column chromatography. The GAP protecting group (Bpp) can be recovered and can implement the former phosphonyl groups in peptide synthesis.

Original languageEnglish
Pages (from-to)1405-1418
Number of pages14
JournalHeterocycles
Volume90
Issue number2
DOIs
StatePublished - 2015

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