Intramolecular cyclization of alkoxyaminosugars: access to novel glycosidase inhibitor families

E Martínez-Castro, A González-Benjumea…

Index: Martinez-Castro, Elisa; Gonzalez-Benjumea, Alejandro; Lopez, Oscar; Maya, Ines; Alvarez, Eleuterio; Fernandez-Bolanos, Jose G. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 21 p. 4220 - 4228

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Citation Number: 4

Abstract

We report the synthesis of two novel families of iminosugars as glycosidase inhibitors involving an intramolecular cyclization between an N-alkoxyamino group and a latent aldehyde of a reducing sugar as the key step. Using this methodology we have prepared the hitherto unknown bicyclic polyhydroxylated N-(methoxy, benzyloxy) anhydroazepanes and N-benzyloxy-D-xylonojirimycin; all these novel compounds turned out to be moderate β- ...

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