Application of Protease-Catalyzed Regioselective Esterification in Synthesis of 6'-Deoxy-6'-fluoro- and 6-Deoxy-6-fluorolactosides

Article abstract of DOI:10.1021/jo00038a036

Subtilisin-catalyzed esterification of methyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside (methyl β-lactosid) (1) with 2,2,2-trichloroethyl butyrate (3) distinguished between the two primary hydroxyl groups of 1, yielding exclusively the 6'-O-monobutyryl