An entry to unusual classes of nucleoside analogues

被引:18
作者
Bar, NC [1 ]
Patra, R [1 ]
Achari, B [1 ]
Mandal, SB [1 ]
机构
[1] INDIAN INST CHEM BIOL,CALCUTTA 700032,W BENGAL,INDIA
关键词
ASYMMETRIC-SYNTHESIS;
D O I
10.1016/S0040-4020(97)00141-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nucleosides 6a, 6b and 16-18 having additional carbocycle or oxygen heterocycle fused to the ribose moiety have been synthesized by two routes. While 6a and 6b could be obtained from thymidine using 1, 3-dipolar cycloaddition approach, Vorbruggen reaction on appropriate preformed carbocyclic derivatives furnished 16-18. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:4727 / 4738
页数:12
相关论文
共 13 条
[1]   CORRECTION [J].
BHATTACHARJYA, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (02) :136-136
[2]   INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF A NITRONE DERIVED FROM 3-O-ALLYL-D-(+)-GLUCOSE - AN EXPEDIENT SYNTHESIS OF A CHIRAL OXEPANE DERIVATIVE [J].
BHATTACHARJYA, A ;
CHATTOPADHYAY, P ;
MCPHAIL, AT ;
MCPHAIL, DR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (21) :1508-1509
[3]   SYNTHESIS OF CHIRAL CARBOCYCLIC NUCLEOSIDES [J].
BORTHWICK, AD ;
BIGGADIKE, K .
TETRAHEDRON, 1992, 48 (04) :571-623
[4]   ASYMMETRIC-SYNTHESIS OF ENANTIOMERICALLY PURE (-)-(1'R,4'R)-DIOXOLANE-THYMINE AND ITS ANTI-HIV ACTIVITY [J].
CHU, CK ;
AHN, SK ;
KIM, HO ;
BEACH, JW ;
ALVES, AJ ;
JEONG, LS ;
ISLAM, Q ;
VANROEY, P ;
SCHINAZI, RF .
TETRAHEDRON LETTERS, 1991, 32 (31) :3791-3794
[5]   INTRAMOLECULAR 1,3-DIPOLAR ADDITIONS IN 4-O-ALLYL PYRANOSIDE-6-NITRONES - AN APPROACH TO CHIRAL PYRANOPYRANS AND PYRANOOXEPANS [J].
COLLINS, PM ;
ASHWOOD, MS ;
EDER, H ;
WRIGHT, SHB ;
KENNEDY, DJ .
TETRAHEDRON LETTERS, 1990, 31 (14) :2055-2058
[6]   SYNTHESIS OF 2-DEOXY-2,2-DIFLUORO-D-RIBOSE AND 2-DEOXY-2,2-DIFLUORO-D-RIBOFURANOSYL NUCLEOSIDES [J].
HERTEL, LW ;
KROIN, JS ;
MISNER, JW ;
TUSTIN, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) :2406-2409
[7]   ASYMMETRIC-SYNTHESIS AND BIOLOGICAL EVALUATION OF BETA-L-(2R,5S)-1,3-OXATHIOLANE AND ALPHA-L-(2R,5R)-1,3-OXATHIOLANE PYRIMIDINE AND PURINE NUCLEOSIDES AS POTENTIAL ANTI-HIV AGENTS [J].
JEONG, LS ;
SCHINAZI, RF ;
BEACH, JW ;
KIM, HO ;
NAMPALLI, S ;
SHANMUGANATHAN, K ;
ALVES, AJ ;
MCMILLAN, A ;
CHU, CK ;
MATHIS, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (02) :181-195
[8]   SYNTHESES OF THE ANTI-AIDS DRUG 2',3'-DIDEOXYCYTIDINE FROM CYTIDINE [J].
MANCHAND, PS ;
BELICA, PS ;
HOLMAN, MJ ;
HUANG, TN ;
MAEHR, H ;
TAM, SYK ;
YANG, RT .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (12) :3473-3478
[9]   MOLECULAR TARGETS FOR AIDS THERAPY [J].
MITSUYA, H ;
YARCHOAN, R ;
BRODER, S .
SCIENCE, 1990, 249 (4976) :1533-1544
[10]   A simple route to optically active, functionalized five-, six- and seven-membered carbocyclic derivatives [J].
Patra, R ;
Bar, NC ;
Roy, A ;
Achari, B ;
Ghoshal, N ;
Mandal, SB .
TETRAHEDRON, 1996, 52 (34) :11265-11272