Bioctive glycoglycerolipid analogues: an expeditious enzymatic approach to mono- and diesters of 2-O-beta-D-galactoglycerol

2-O-β-D-Galactosylglycerol 1 was submitted to acylation using Pseudomonas cepacia or Candida antarctica lipases as catalysts and 2,2,2- trifluoroethyl esters of butanoic, hexanoic, octanoic or decanoic acid as acyl carriers. Taking advantage of the high diastereoselectivity and regioselectivity of t...

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Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: D. Colombo, F. Ronchetti, A. Scala, L. Toma
Format: Article in Journal/Newspaper
Language:English
Published: 1998
Subjects:
Online Access:http://hdl.handle.net/2434/182045
https://doi.org/10.1016/S0957-4166(98)00207-9
Description
Summary:2-O-β-D-Galactosylglycerol 1 was submitted to acylation using Pseudomonas cepacia or Candida antarctica lipases as catalysts and 2,2,2- trifluoroethyl esters of butanoic, hexanoic, octanoic or decanoic acid as acyl carriers. Taking advantage of the high diastereoselectivity and regioselectivity of the two enzymes, the 1-O-, 3-O-, 6'-O-acyl and the 1,6'- di-O-acylderivatives of 1 were obtained pure or in an appreciably enriched form.