Synlett

Synthesis of Isofagomine and a New C6 Pyrrolidine Azasugar with Potential Biological Activity

PER Espeel, K Piens, N Callewaert, J Van der Eycken

Index: Espeel, Pieter E. R.; Piens, Kathleen; Callewaert, Nico; Van Der Eycken, Johan Synlett, 2008 , # 15 p. 2321 - 2325

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Citation Number: 3

Abstract

Abstract An efficient asymmetric synthesis of isofagomine, based on a precursor containing three differentiated hydroxyl functions, is described. The side product in the key alkylation step is converted into (2S, 3R, 4R)-2, 4-bis (hydroxymethyl)-3-hydroxypyrrolidine, a new C 6 pyrrolidine azasugar, which inhibits α-glucosidase from yeast.

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