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The synthesis of (2R,3R,4S,5R,6S)-3,4,5-trihydroxy-2-hydroxymethyl-7,9-diaza-oxaspiro-[ 4,5]decane-8,10-dione, a galactopyranose analogue of the powerful herbicide hydantocidin, is described. The compound caused no inhibition of the activity of a number of glucosyl or galactosyl transferases, or of α- or β-galactosidases. An azidoester containing a galactopyranosyl moiety may be a useful intermediate for the generation of libraries of compounds of galactose mimics.

Original publication

DOI

10.1016/0957-4166(95)00432-7

Type

Journal article

Journal

Tetrahedron Asymmetry

Publication Date

01/01/1996

Volume

7

Pages

157 - 170