SYNTHESIS OF 3'-AZIDO-5'-HOMOTHYMIDINE ANALOGS

被引:8
作者
GAUTIER, C [1 ]
LEROY, R [1 ]
MONNERET, C [1 ]
ROGER, P [1 ]
机构
[1] INST CURIE,BIOL SECT,F-75005 PARIS,FRANCE
关键词
ANTIVIRAL; HOMONUCLEOSIDE;
D O I
10.1016/S0040-4039(00)92706-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-(3'-azido-2',3',5'-trideoxy-beta-D-allofuranosyl) thymine 13, and 1-(3'-azido-3',5'-dideoxy-beta-D-(glucofuranosyl) thymine 20 and its 2'-O-methyl ether 22 were synthesized starting from 1,2-O-isopropylidene-alpha-D-glucopyranose and from 1,2-O-isopropylidene-alpha-D-allofuranose, respectively.
引用
收藏
页码:3361 / 3364
页数:4
相关论文
共 8 条
[1]   EPIMERIZATION DURING THE ACETOLYSIS OF 3-O-ACETYL-5-O-BENZOYL-1,2-O-ISOPROPYLIDENE-3-C-METHYL-ALPHA-D-RIBOFURANOSE - SYNTHESIS OF 3'-C-METHYLNUCLEOSIDES WITH THE BETA-D-RIBO-CONFIGURATIONS AND ALPHA-D-ARABINO-CONFIGURATIONS [J].
BEIGELMAN, LN ;
GURSKAYA, GV ;
TSAPKINA, EN ;
MIKHAILOV, SN .
CARBOHYDRATE RESEARCH, 1988, 181 :77-88
[2]  
FURMAN PA, 1986, P NATL ACAD SCI USA, V31, P1972
[3]  
GRMERA RE, 1964, J ORG CHEM, V29, P2074
[4]   1-(3'-AZIDO-2',3',5'-TRIDEOXY-BETA-D-ALLOFURANOSYL) THYMINE - A SIDE-CHAIN HOMOLOG OF 3'-AZIDO-3'-DEOXYTHYMIDINE [J].
HIEBL, J ;
ZBIRAL, E .
TETRAHEDRON LETTERS, 1990, 31 (28) :4007-4010
[5]   HTLV-III INFECTION IN BRAINS OF CHILDREN AND ADULTS WITH AIDS ENCEPHALOPATHY [J].
SHAW, GM ;
HARPER, ME ;
HAHN, BH ;
EPSTEIN, LG ;
GAJDUSEK, DC ;
PRICE, RW ;
NAVIA, BA ;
PETITO, CK ;
OHARA, CJ ;
GROOPMAN, JE ;
CHO, ES ;
OLESKE, JM ;
WONGSTAAL, F ;
GALLO, RC .
SCIENCE, 1985, 227 (4683) :177-182
[6]   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
[7]   A RADICAL DEOXYGENATION OF SECONDARY ALCOHOLS TO HYDROCARBONS BY USE OF TRIBUTYLTIN HYDRIDE [J].
WATANABE, Y ;
ARAKI, T ;
UENO, Y ;
ENDO, T .
TETRAHEDRON LETTERS, 1986, 27 (44) :5385-5388
[8]  
METHODS CARBOHYDRATE, V6, P125