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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The preparation of Thiazolidine-2-thiones from N-alkylglucosylamines

LK Dalton

Australian Journal of Chemistry 19(3) 445 - 450
Published: 1966

Abstract

N-Alkylglucosylamines and carbon disulphide react to give 3-alkyl-5-hydroxy- 5-(D-arabino-tetrahydroxybutyl)thiazolidine-2-thiones (I), which dehydrate to the corresponding Δ4-thiazolines, isolated only as tetraacetates. A thiazolidine-2-thione forms also from the action of carbon disulphide on 1-N-methylamino-1-deoxy-D-fructose. l-Bromo-l-deoxy-2,3:4,5-di-O-isopropylidene-D-fructose is obtained by the action of dibromotriphenoxyphosphorane on 2,3:4,5-di-O-isopropylidene-D-fructose.

https://doi.org/10.1071/CH9660445

© CSIRO 1966

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