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Enzymes in Organic Synthesis, 15. – Synthesis of Methyl (S)-(−)-2,3-O-Isopropylideneglycerate by Enantioselective Enzyme-catalyzed Hydrolysis of Methyl (±)-2,3-O-Isopropylideneglycerate

✍ Scribed by Schick, Hans ;Schrötter, Eberhard ;Szymanowski, Matthias ;Knoll, Alexander

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
197 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

In contrast to porcine pancreatic lipase (PPL), the serine proteases aP 41 and thermitase are suited as catalysts for the enantioselective ester hydrolysis of methyl (π)‐2,3‐O‐isopropyl‐ideneglycerate (rac‐1). These enzymes allow the preparation of methyl (S)‐(−)‐2,3‐O‐isopropylideneglycerate (1) with an enantiomeric excess of 84–87% in a yield of 19–27% related to the starting racemate.

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