Studies on Peptides. CLII. Hard Acid Deprotecting Procedure for Peptide Synthesis

NOBUTAKA FUJII; AKIRA OTAKA; OSAMU IKEMURA; MIKA HATANO; AKIRA OKAMACHI; SUSUMU FUNAKOSHI; MITSUYA SAKURAI; TAKAYUKI SHIOIRI; HARUAKI YAJIMA

doi:10.1248/cpb.35.3447

NOBUTAKA FUJII, AKIRA OTAKA, OSAMU IKEMURA, MIKA HATANO, AKIRA OKAMACHI, SUSUMU FUNAKOSHI, MITSUYA SAKURAI, TAKAYUKI SHIOIRI, HARUAKI YAJIMA

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Keywords: new peptide deprotecting procedure, hard acid principle, trimethylsilyl trifluoromethanesulfonate, trimethylsilyl methanesulfonate, trimethylsilyl trifluoroacetate, hard-soft acid-base concept, thioanisole-mediated deprotection, ²⁹Si-NMR chemical shift, human glucosedependent insulinotropic polypeptide synthesis

JOURNALS FREE ACCESS

Volume 35 (1987) Issue 8 Pages 3447-3452

DOI https://doi.org/10.1248/cpb.35.3447

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Abstract

The use of trimethylsilyl trifluoromethanesulfonate as a peptide deprotecting reagent was examined, together with the role of soft bases employed. A new deprotecting procedure based on the hard acid principle is presented.

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