SYNTHESIS OF 2,4-DIDEOXY-BETA-D-ERYTHRO-HEXOPYRANOSYL NUCLEOSIDES

被引:41
作者
AUGUSTYNS, K [1 ]
ROZENSKI, J [1 ]
VANAERSCHOT, A [1 ]
JANSSEN, G [1 ]
HERDEWIJN, P [1 ]
机构
[1] REGA INST,MED CHEM LAB,MINDERBROEDERSSTR 10,B-3000 LOUVAIN,BELGIUM
关键词
D O I
10.1021/jo00063a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 1-(2,4-dideoxy-beta-D-erythro-hexopyranosyl)thymine (12)1 was accomplished using two different synthetic routes. It was obtained starting either from 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose or from tri-O-acetyl-D-glucal. The other modified nucleosides, with either a cytosine, guanine, or adenine moiety, were synthesized using the second reaction scheme. Deoxygenation reactions were accomplished with the (2,4-dichlorophenoxy)thiocarbonyl derivatives generated in situ.
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页码:2977 / 2982
页数:6
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