Skip to Content
Merck
  • An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers.

An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers.

Carbohydrate research (2012-05-09)
Shiqiang Yan, Ning Ding, Wei Zhang, Peng Wang, Yingxia Li, Ming Li
ABSTRACT

An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the presence of various types of other protecting groups in good to excellent yields in acetonitrile. This heterogeneous reaction does not require aqueous workup, and the supported catalyst can be readily recycled.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Zinc trifluoromethanesulfonate, 98%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 96%
Sigma-Aldrich
Trifluoromethanesulfonic acid, ReagentPlus®, ≥99%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis
Sigma-Aldrich
Trifluoromethanesulfonic acid, reagent grade, 98%
Sigma-Aldrich
Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99.95% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99%
Sigma-Aldrich
Barium trifluoromethanesulfonate, 98%
Sigma-Aldrich
Aluminum trifluoromethanesulfonate, 99.9% trace metals basis