Synthesis of uracil polyoxin C from uridine

被引:36
作者
Evina, CM [1 ]
Guillerm, G [1 ]
机构
[1] UFR SCI,LAB CHIM BIOORGAN ASSOCIE CNRS,F-51687 REIMS 2,FRANCE
关键词
D O I
10.1016/0040-4039(95)02116-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved procedure is reported for the asymmetric synthesis of uracil polyoxin C (UPOC) from 2',3'-O-isopropylideneuridine-5'-aldehyde. The methodology described here is based on the highly diastereocontrolled formation of 1-(beta-D-allofuranosyl)uracil and its facile conversion into the corresponding 2,5'-O-cyclouridine derivative, a key step for the stereocontrolled formation of the terminal alpha-amino acid of UPOC.
引用
收藏
页码:163 / 166
页数:4
相关论文
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[21]   NUCLEOSIDE SYNTHESES .22. NUCLEOSIDE SYNTHESIS WITH TRIMETHYLSILYL TRIFLATE AND PERCHLORATE AS CATALYSTS [J].
VORBRUGGEN, H ;
KROLIKIEWICZ, K ;
BENNUA, B .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (04) :1234-1255