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Use of BOP-Cl in the presence of Boc-amino monothioacids for the thioacylation of imino acid residues.

Bioorganic & medicinal chemistry (1996-12-01)
H T Le, J F Gallard, M Mayer, E Guittet, R Michelot
ABSTRACT

BOP-Cl was found to be an efficient coupling reagent for the introduction of thiopeptide bonds on imino acid residues (Pro, Sar). Boc-amino monothioacids were coupled at moderate temperature (0 degree C-RT) with fair yields and with retained optical purity. The mechanism of the coupling reaction is discussed.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Bis(2-oxo-3-oxazolidinyl)phosphinic chloride, ≥97.0% (AT)

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