TOTAL SYNTHESES OF N-BOC-PROTECTED 3'-DEOXY-4'-AZATHYMIDINE AND 4'-AZAURIDINE

被引:49
作者
RASSU, G [1 ]
PINNA, L [1 ]
SPANU, P [1 ]
ULGHERI, F [1 ]
CASIRAGHI, G [1 ]
机构
[1] CNR, IST APPLICAZ TECN CHIM AVANZATE, I-07100 SASSARI, ITALY
关键词
D O I
10.1016/S0040-4039(00)76729-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel modified nucleosides 4, 11, ent-11, and 17, wherein the furanose ring oxygen is replaced by nitrogen, have been synthesized by reacting azasugars 3, 10, ent-10, and 15 with silylated uracil or thymine bases.
引用
收藏
页码:4019 / 4022
页数:4
相关论文
共 28 条
[1]   PYRROLIDINE BASED ANALOGS OF 3'-DEOXYTHYMIDINE [J].
ALTMANN, KH .
TETRAHEDRON LETTERS, 1993, 34 (48) :7721-7724
[2]   BOTH 2',3'-DIDEOXYTHYMIDINE AND ITS 2',3'-UNSATURATED DERIVATIVE (2',3'-DI-DEOXYTHYMIDINENE) ARE POTENT AND SELECTIVE INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS-REPLICATION INVITRO [J].
BABA, M ;
PAUWELS, R ;
HERDEWIJN, P ;
DECLERCQ, E ;
DESMYTER, J ;
VANDEPUTTE, M .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1987, 142 (01) :128-134
[3]  
BALZARINI J, 1988, MOL PHARMACOL, V33, P243
[4]  
BALZARINI J, 1987, MOL PHARMACOL, V32, P162
[5]   N-(TERT-BUTOXYCARBONYL)-2-(TERT-BUTYLDIMETHYLSILOXY)PYRROLE - A PROMISING COMPOUND FOR SYNTHESIS OF CHIRAL NONRACEMIC HYDROXYLATED PYRROLIDINE DERIVATIVES [J].
CASIRAGHI, G ;
RASSU, G ;
SPANU, P ;
PINNA, L .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3760-3763
[6]   ANTI-HIV-1 ACTIVITY OF 2',3'-DIDEOXYNUCLEOSIDE ANALOGS - STRUCTURE-ACTIVITY RELATIONSHIP [J].
DECLERCQ, E ;
VANAERSCHOT, A ;
HERDEWIJN, P ;
BABA, M ;
PAUWELS, R ;
BALZARINI, J .
NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (5-6) :659-671
[7]  
HAHN EF, 1989, ACS SYM SER, V401, P156
[8]  
HITCHCOCK M J M, 1991, Antiviral Chemistry and Chemotherapy, V2, P125
[9]   A NEW CLASS OF C-NUCLEOSIDE ANALOGS - 1-(S)-ARYL-1,4-DIDEOXY-1,4-IMINO-D-RIBITOLS, TRANSITION-STATE ANALOG INHIBITORS OF NUCLEOSIDE HYDROLASE [J].
HORENSTEIN, BA ;
ZABINSKI, RF ;
SCHRAMM, VL .
TETRAHEDRON LETTERS, 1993, 34 (45) :7213-7216
[10]   A SIMPLE METHOD FOR THE EFFICIENT SYNTHESIS OF UNSATURATED BETA-DICARBONYL COMPOUNDS [J].
LIOTTA, D ;
BARNUM, C ;
PULEO, R ;
ZIMA, G ;
BAYER, C ;
KEZAR, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (14) :2920-2923