Research Abstract
Synthesis of the allo-analogue of trehalose.
AI Summary
Key Findings
0:00 / 0:00
0:00 / 0:00
Abstract
Selective benzoylation of HO-2 and HO-2' of 4,6-O-benzylidene-alpha-D-glucopyranosyl 4,6-O-benzylidene-alpha-D-glucopyranoside with N-benzoylimidazole led to the exclusive formation of 2-O-benzoyl-4,6-O-benzylidene-alpha-D-glucopyranosyl 2-O-benzoyl-4,6-O-benzylidene-alpha-D-glucopyranoside. Oxidation of either the dibenzoate or the corresponding ditosylate with methyl sulphoxide--phosphorus pentaoxide gave the 3,3'-diulose, and subsequent reduction with borohydride gave the 3,3'diepimers having the allo-allo configuration. De-esterification and hydrolysis of the benzylidene substituents gave alpha-D-allopyranosyl alpha-D-allopyranoside.
External References
- PubMed ID:
- 963689
Comments
Sign in or create a free account to join the conversation.
Sign in to commentBe the first to comment.