SYNTHESIS OF BRANCHED NUCLEOSIDES CLOSELY RELATED TO AZT, INVOLVING SN2' OPENING OF ANHYDRONUCLEOSIDES

被引:6
作者
CZERNECKI, S
EZZITOUNI, A
机构
[1] Laboratoire de Chimie des Glucides, Université Pierre et Marie Curie, 75005 Paris
关键词
D O I
10.1016/S0040-4039(00)60576-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three 2',3'-unsaturated pyrimidine nucleosides, bearing an azido-methyl group at 2' or 3' were synthesized as potential anti-HIV agents. The key step involves an SN2' opening of 2,2' or 2,3'-anhydronucleosides by azide ion.
引用
收藏
页码:315 / 318
页数:4
相关论文
共 24 条
[1]   ISOLATION OF A T-LYMPHOTROPIC RETROVIRUS FROM A PATIENT AT RISK FOR ACQUIRED IMMUNE-DEFICIENCY SYNDROME (AIDS) [J].
BARRESINOUSSI, F ;
CHERMANN, JC ;
REY, F ;
NUGEYRE, MT ;
CHAMARET, S ;
GRUEST, J ;
DAUGUET, C ;
AXLERBLIN, C ;
VEZINETBRUN, F ;
ROUZIOUX, C ;
ROZENBAUM, W ;
MONTAGNIER, L .
SCIENCE, 1983, 220 (4599) :868-871
[2]   NUCLEOTIDES .37. THE STRUCTURE OF URIDYLIC ACID-A AND ACID-B, AND A SYNTHESIS OF SPONGOURIDINE (3-BETA-D-ARABOFURANOSYLURACIL) [J].
BROWN, DM ;
TODD, A ;
VARADARAJAN, S .
JOURNAL OF THE CHEMICAL SOCIETY, 1956, (JUL) :2388-2393
[3]   ONE-STEP CONVERSION OF THYMIDINE INTO 2,3'-ANHYDRO DERIVATIVES [J].
CZERNECKI, S ;
VALERY, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (11) :801-802
[4]  
CZERNECKI S, 1990, SYNTHESIS-STUTTGART, P651
[5]  
CZERNECKI S, 1991, SYNTHESIS-STUTTGART, P239
[6]   PYRIDINIUM DICHROMATE OXIDATION - MODIFICATIONS ENHANCING ITS SYNTHETIC UTILITY [J].
CZERNECKI, S ;
GEORGOULIS, C ;
STEVENS, CL ;
VIJAYAKUMARAN, K .
TETRAHEDRON LETTERS, 1985, 26 (14) :1699-1702
[8]  
DECLERCQ E, 1990, DESIGN ANTIAIDS DRUG, P14
[9]  
DECLERCQ E, 1988, ADV DRUG RES, V17, P1
[10]  
DELASHERAS FG, 1990, RECENT PROGR CHEM SY, P320