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

1'-Derivatives of sucrose and their acid hydrolysis

RD Guthrie, ID Jenkins and JJ Watters

Australian Journal of Chemistry 33(11) 2487 - 2497
Published: 1980

Abstract

Syntheses of 1'-chloro-1'-deoxy- and 1'-deoxy-sucrose are described. Several routes were investigated, the most successful being through 6,1',6'-tri-O-(2,4,6-trimethylbenzenesulfonyl)sucrose. Attempts to prepare 1'-deoxy-1'-fluorosucrose were unsuccessful. The rates of the acid-catalysed hydrolysis of 1'-chloro-1'-deoxysucrose and of 1'- deoxysucrose have been measured. These values are compared with that for sucrose itself. The mechanism of the hydrolyses is discussed.

https://doi.org/10.1071/CH9802487

© CSIRO 1980

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