SYNTHESIS OF 2',3'-DIDEOXY-3',4'-DIHYDROXYMETHYL SUBSTITUTED PYRIMIDINE NUCLEOSIDE ANALOGS

被引：3
|
作者：
BJORSNE, M
CLASSON, B
KERS, I
SAMUELSSON, B
KVARNSTROM, I
机构：
[1] UNIV STOCKHOLM,ARRHENIUS LAB,DEPT ORGAN CHEM,S-10691 STOCKHOLM,SWEDEN
[2] LINKOPING UNIV,DEPT CHEM,S-43183 LINKOPING,SWEDEN
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1995年 / 5卷 / 01期
关键词：
D O I：
10.1016/0960-894X(94)00454-N
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Some 2′,3′-dideoxy-3′,4′-dihydroxymethyl nucleoside analogues have been synthesised using an aldol condensation followed by in situ cross Canizzaro reduction in order to introduce the 4′-hydroxymethyl group. Glycosylation using silylated pyrimidine bases furnished the 2′,3′-dideoxy-3′,4′-dihydroxymethyl nucleoside analogues. © 1994.
引用
收藏
页码：43 / 46
页数：4
相关论文
共 50 条
  • [1] SYNTHESIS AND ANTIVIRAL PROPERTIES OF 2',3'-DIDEOXY-3',4'DIHYDROXYMETHYL SUBSTITUTED PYRIMIDINE NUCLEOSIDE ANALOGS
    BJORSNE, M
    CLASSON, B
    KERS, I
    SAMUELSSON, B
    NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5): : 283 - 286
  • [2] THE SYNTHESIS OF 4'-T-BUTYLCARBAMYL-2',3'-DIDEOXY AND 4'-P-TOLUENESULPHONAMIDYL-2',3'-DIDEOXY PYRIMIDINE NUCLEOSIDE ANALOGS
    PICKERING, L
    MALHI, BS
    COE, PL
    WALKER, RT
    NUCLEOSIDES & NUCLEOTIDES, 1994, 13 (6-7): : 1493 - 1506
  • [3] Synthesis of 2',3'-dideoxy-3'-hydroxymethylcytidine; A unique antiviral nucleoside
    Faul, MM
    Huff, BE
    Dunlap, SE
    Frank, SA
    Fritz, JE
    Kaldor, SW
    LeTourneau, ME
    Staszak, MA
    Ward, JA
    Werner, JA
    Winneroski, LL
    TETRAHEDRON, 1997, 53 (24) : 8085 - 8104
  • [4] Synthesis of the antiviral nucleoside 2',3'-dideoxy-3'-hydroxymethylcytidine.
    Brennan, J
    Dunlap, SE
    Faul, MM
    Frank, SA
    Fritz, JE
    Huff, BE
    Kaldor, SW
    LeTourneau, ME
    Miller, WD
    Sullivan, KA
    Staszak, MA
    Ward, JA
    Werner, JA
    Winneroski, LL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 185 - ORGN
  • [5] STRUCTURE OF THE MODIFIED NUCLEOSIDE 2',3'-DIDEOXY-3'-FLUOROCYTIDINE
    DEWINTER, HL
    BLATON, NM
    PEETERS, OM
    DERANTER, CJ
    VANAERSCHOT, A
    HERDEWIJN, P
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1991, 47 : 832 - 835
  • [6] CONVERGENT SYNTHESIS OF 2',3'-DIDEOXY-3'-METHYLTHIO AND 2',3'-DIDEOXY-3'-MERCAPTO NUCLEOSIDES AND THEIR DISULFIDE ANALOGS - POTENTIAL ANTI-HIV AGENTS
    DUEHOLM, KL
    ALY, YL
    JORGENSEN, PT
    ELBARBARY, AA
    PEDERSEN, EB
    NIELSEN, C
    MONATSHEFTE FUR CHEMIE, 1993, 124 (01): : 37 - 53
  • [7] Synthesis of (±)-2′,3′-dideoxy-3′-fluoroapiosylpyrimide nucleosides
    Ahn, SK
    Kim, D
    Son, HJ
    Jeong, BS
    Hong, RK
    Kim, BY
    Kim, EN
    Chung, KH
    Kim, JW
    CHEMICAL COMMUNICATIONS, 1998, (09) : 967 - 968
  • [8] SYNTHESIS OF 2',3'-DIDEOXY-3'-(PHOSPHONOMETHYL)NUCLEOSIDES, PHOSPHONATE ANALOGS OF 2'-DEOXY-3'-NUCLEOTIDES
    MORR, M
    ERNST, L
    SCHOMBURG, D
    LIEBIGS ANNALEN DER CHEMIE, 1991, (07): : 615 - 631
  • [9] STRUCTURE OF A NUCLEOSIDE ANALOG 2',3'-DIDEOXY-3',5-DIFLUOROURIDINE
    EVERAERT, DH
    PEETERS, OM
    BLATON, NM
    DERANTER, CJ
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1992, 48 : 590 - 592
  • [10] SYNTHESIS AND ANTI-HIV ACTIVITY OF MODIFIED 2',3'-DIDEOXY-3'-FLUORO PYRIMIDINE NUCLEOSIDES
    VONJANTALIPINSKI, M
    GAERTNER, K
    SCHILDT, J
    MATTHES, E
    SCHOLZ, D
    LANGEN, P
    NUCLEOSIDES & NUCLEOTIDES, 1991, 10 (1-3): : 651 - 652
12345