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  • A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source.

A convenient synthesis of glycosyl chlorides from sugar hemiacetals using triphosgene as the chlorine source.

Carbohydrate research (2000-11-10)
R M Cicchillo, P Norris
ABSTRACT

Treating partially protected sugar hemiacetals with triphosgene in THF results in the formation of glycosyl chlorides. The method is compatible with acid-sensitive isopropylidene protecting groups in the hemiacetal substrates.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Bis(trichloromethyl) carbonate, purum, ≥99.0% (AT)
Sigma-Aldrich
Triphosgene, reagent grade, 98%