Synthesis of mono- and di-azido-hexopyranoses with N-alkyl and N,N-dialkyl amino groups at C-2 position:: Intermediates for accessing new polyaminosugars

被引:0
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作者
Ravindran, B [1 ]
Pathak, T [1 ]
机构
[1] Natl Chem Lab, Organ Chem Div Synth, Pune 411008, Maharashtra, India
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Michael addition reactions of morpholine and benzylamine to methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-phenylsulfonyl-alpha -D-erythro-hex-2-enopyranoside 9 furnish gluco- derivatives 10 and 11. Desulfonation at C-3 followed by synthetic manipulation produces intermediates for generating various new modified monosaccharides carrying N-alkyl and N,N-dialkyl amino groups at the C-2 position of hexopyranosides. This route also has the potential to furnish naturally occurring diaminosugars such as tobrosamine.
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页码:1114 / 1120
页数:7
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