SYNTHESIS OF AZAPYRANOSYL THIOGLYCOSIDE - NOVEL PSEUDO-DISACCHARIDE HAVING AN AZASUGAR RESIDUE AT THE NONREDUCING END

被引:31
作者
SUZUKI, K [1 ]
HASHIMOTO, H [1 ]
机构
[1] TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,YOKOHAMA 227,JAPAN
关键词
D O I
10.1016/S0040-4039(00)73128-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of azapyranosyl pseudo-disaccharide was described. Glycosidation of N-Boc-5-amino-5-deoxy-D-arabinose with N-acetyl-6-thio-D-glucosaminide in the presence of TsOH gave the corresponding 1,2-cis linked thioglycoside exclusively. The interglycosidic linkage was proved to be stable enough for the deprotection of N-Boc group by TFA.
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页码:4119 / 4122
页数:4
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