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Synthesis of a stable, storable and differentially protected acyclic precursor of D-amicetose and its conversion to 4-O-benzyl-protected D-amicetose

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Title Synthesis of a stable, storable and differentially protected acyclic precursor of D-amicetose and its conversion to 4-O-benzyl-protected D-amicetose
 
Creator Aidhen, Indrapal Singh
Satyamurthi, N
 
Subject Lactone
Homologation
Amide
Deoxysugar
 
Description 1851-1857
Two carbon chain homolgation of enantiopure four carbon erythro configured iodo derivative 5 with N-methoxy-N-methyl-2-phenylsulfonylacetamide 6 affords for the first time a stable and storable precursor 3 of D-amicetose in the acyclic form, wherein the sensitive aldehyde is masked as a Weinreb amide. The differential protection in this acyclic derivative offers all the potential to exclusively arrive at the pyranose form of the target dideoxy-sugar.
 
Date 2009-01-13T05:08:55Z
2009-01-13T05:08:55Z
2008-12
 
Type Article
 
Identifier 0376-4699
http://hdl.handle.net/123456789/2744
 
Language en_US
 
Publisher CSIR
 
Source IJCB Vol.47B(12) [December 2008]