2-O-β-D-glucopyranosylglycerol was submitted to acylation using Pseudomonas cepacia lipase as catalyst and 2,2,2-trifluoroethyl esters of various long chain carboxylic acids as acyl carriers. Monoacylation was easily accomplished with preferred formation of the (2S)-1-O-acyl derivatives in reactions showing high regio- and diastereoselectivity.
A facile lipase catalyzed access to fatty acid monoesters of 2-O-beta-D-glucosylglycerol / D. Colombo, F. Ronchetti, A. Scala, I. Taino, L. Toma. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 7:3(1996), pp. 771-777. [10.1016/0957-4166(96)00073-0]
A facile lipase catalyzed access to fatty acid monoesters of 2-O-beta-D-glucosylglycerol
D. ColomboPrimo
;F. RonchettiSecondo
;A. Scala;
1996
Abstract
2-O-β-D-glucopyranosylglycerol was submitted to acylation using Pseudomonas cepacia lipase as catalyst and 2,2,2-trifluoroethyl esters of various long chain carboxylic acids as acyl carriers. Monoacylation was easily accomplished with preferred formation of the (2S)-1-O-acyl derivatives in reactions showing high regio- and diastereoselectivity.
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