Regioselective Enzyme-Mediated Acylation of Polyhydroxy Natural Compounds. A Remarkable, Highly Efficient Preparation of 6'-Acetyl and 6'-O-Carboxyacetyl …

…, S Riva, A Bertinotti, E Ragg, L Scaglioni…

Index: Danieli; Luisetti; Riva; Bertinotti; Ragg; Scaglioni; Bombardelli Journal of Organic Chemistry, 1995 , vol. 60, # 12 p. 3637 - 3642

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Citation Number: 42

Abstract

Lipase B from Candida anturctica has been shown to be an efficient catalyst for the regioselective acylation of the dammarane type glucoside ginsenoside Rg1 (1) on reaction with vinyl acetate in t-AmOH, affording the corresponding 6'-O-acetyl derivative lb in high yield. The structure of lb was determined through a careful inspection of its lH NMR at 600 MHz, which allowed for the complete assignment of the signals of the sugar's protons. The ...