Widely Applicable Deprotection Method of 2,2,2-Trichloroethoxycarbonyl (Troc) Group Using Tetrabutylammonium Fluoride

The N-Troc (2,2,2-trichloroethoxycarbonyl) groups in glucosamine and muramic acid derivatives were removed by treatment with tetrabutylammonium fluoride (TBAF) under mild conditions. The use of Troc protection for the amino group in aminosugars such as glucosamine is increasing the importance for selective and efficient glycosylation, and the cleavage method described here will expand the available opportunities for using the Troc group in the preparation of a variety of glycans. This cleavage is especially advantageous for compounds that are labile or may be decomposed under acidic conditions, strong basic conditions, or reductive conditions.