Improved Synthesis of 6-Azido-6-deoxy- and 6,6′-Diazido-dideoxya-α,α- trehaloses

被引：4
作者：
Narouz, Mina R. [1 ]
Soliman, Sameh E. [2 ,3 ]
Bassily, Rafik W. [2 ]
El-Sokkary, Ramadan I. [2 ]
Nasr, Adel Z. [1 ]
Nashed, Mina A. [2 ]
机构：
[1] Damanhour Univ, Fac Sci, Dept Chem, Damanhour, Beheira, Egypt
[2] Univ Alexandria, Dept Chem, Fac Sci, Alexandria 21321, Egypt
[3] NIDDK, LBC, NIH, Bethesda, MD 20892 USA
来源：
SYNLETT | 2013年 / 24卷 / 17期
关键词：
carbohydrate chemistry; regioselectivity; azides; protecting groups; ALPHA-TREHALOSE; ANALOGS; DESIGN;
D O I：
10.1055/s-0033-1339843
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient synthesis of 6-azido-6-deoxy and 6,6-diazido-dideoxy-,-trehalose derivatives was achieved by reaction of trifluoromethanesulfonic anhydride with partially trimethylsilylated heptakis- and hexakis-O-(trimethylsilyl)-,-trehalose in the presence of pyridine and 4-(N,N-dimethylamino)pyridine. Displacement with azide and desilylation afforded the title compounds, which represent potential precursors for the corresponding 6-amino- and 6,6-diamino-trehaloses.
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收藏
页码：2271 / 2273
页数：3
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