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Enantioselective synthesis of several 1-O-β-D-glucoconjugates using almond β-glucosidase (E.C. 3.2.1.21)

✍ Scribed by L. Fischer; R. Bromann; F. Wagner

Publisher: Springer Netherlands
Year: 1995
Tongue: English
Weight: 298 KB
Volume: 17
Category: Article
ISSN: 0141-5492
DOI: 10.1007/bf00128380

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✦ Synopsis

The almond 13-glucosidase catalysed syntheses of 4-butanoic acid-N-butylamide-l-O-I~-D-glucopyranoside (1), 3-butanoic acid ethyl ester-l-O-l~-D-glucopyranoside (2)and 2-(trimethylsilyl)-ethyl-l-O-I~-D-glucopyranoside (3) were done by reversed hydrolysis and by transglucosylation. The transglucosylation was much faster and resulted in higher relative yields (9.6 to 44.9%) than the reversed hydrolysis (relative yields of 1.2 to 19.1%).

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