Synthesis of homo-N-nucleosides, a series of C1' branched-chain nucleosides

被引:40
作者
Hossain, N
Blaton, N
Peeters, O
Rozenski, J
Herdewijn, PA
机构
[1] CATHOLIC UNIV LEUVEN,REGA INST MED RES,B-3000 LOUVAIN,BELGIUM
[2] FAC PHARM,B-3000 LOUVAIN,BELGIUM
关键词
D O I
10.1016/0040-4020(96)00192-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Homo-N-desoxynucleosides were synthesized starting from 2-deoxy-D-ribose using a one step epoxidation-ring closure appraoch. The configuration of the nucleosides were proven using NMR and X-ray analysis. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5563 / 5578
页数:16
相关论文
共 28 条
[11]   SYNTHESIS OF 2',3'-DIDEOXY-3'-NITRO-2',3'-DIDEHYDROTHYMIDINE - ITS USES AS A GENERAL INTERMEDIATE FOR THE PREPARATION OF VARIOUS 2',3'-SUBSTITUTED NUCLEOSIDES [J].
HOSSAIN, N ;
PAPCHIKHIN, A ;
GARG, N ;
FEDOROV, I ;
CHATTOPADHYAYA, J .
NUCLEOSIDES & NUCLEOTIDES, 1993, 12 (05) :499-528
[12]  
HOSSAIN N, UNPUB BIOORG MED CHE
[13]   SYNTHESIS OF N-(3-FLUORO-2-PHOSPHONOMETHOXYPROPYL) (FPMP) DERIVATIVES OF HETEROCYCLIC BASES [J].
JINDRICH, J ;
HOLY, A ;
DVORAKOVA, H .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1993, 58 (07) :1645-1667
[14]   SYNTHESIS OF C-ARABINOFURANOSYL COMPOUNDS - PHOSPHONATE AND CARBOXYLATE ISOSTERES OF D-ARABINOSE 1,5-BISPHOSPHATE [J].
MARYANOFF, BE ;
NORTEY, SO ;
INNERS, RR ;
CAMPBELL, SA ;
REITZ, AB ;
LIOTTA, D .
CARBOHYDRATE RESEARCH, 1987, 171 :259-278
[15]   PARST - A SYSTEM OF FORTRAN ROUTINES FOR CALCULATING MOLECULAR-STRUCTURE PARAMETERS FROM RESULTS OF CRYSTAL-STRUCTURE ANALYSES [J].
NARDELLI, M .
COMPUTERS & CHEMISTRY, 1983, 7 (03) :95-98
[16]  
NISHIMURA H, 1964, J ANTIBIOT, V17, P148
[17]   APPLICATION OF THE MITSUNOBU-TYPE CONDENSATION REACTION TO THE SYNTHESIS OF PHOSPHONATE DERIVATIVES OF CYCLOHEXENYL AND CYCLOHEXANYL NUCLEOSIDES [J].
PEREZPEREZ, MJ ;
ROZENSKI, J ;
BUSSON, R ;
HERDEWIJN, P .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (06) :1531-1537
[18]   RECENT DEVELOPMENTS IN THE SYNTHESIS OF C-GLYCOSIDES [J].
POSTEMA, MHD .
TETRAHEDRON, 1992, 48 (40) :8545-8599
[19]   MERCURICYCLIZATION IN CARBOHYDRATE-CHEMISTRY - A HIGHLY STEREOSELECTIVE ROUTE TO ALPHA-D-C-GLUCOPYRANOSYL DERIVATIVES [J].
POUGNY, JR ;
NASSR, MAM ;
SINAY, P .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (08) :375-376
[20]   STEREOSELECTIVITY IN THE ELECTROPHILE-PROMOTED CYCLIZATIONS OF A HYDROXYOLEFIN DERIVED FROM ARABINOSE - SYNTHESIS OF A PHOSPHONATE ISOSTERE OF BETA-D-ARABINOSE-1,5-DIPHOSPHATE [J].
REITZ, AB ;
NORTEY, SO ;
MARYANOFF, BE .
TETRAHEDRON LETTERS, 1985, 26 (33) :3915-3918