ENANTIOSPECIFIC SYNTHESIS OF THE POTENT ANTI-HERPETIC CARBOCYCLIC 9-(2'-DEOXY-2'-FLUORO-BETA-D-ARABINOFURANOSYL)GUANINE (+)C-AFG FROM ARISTEROMYCIN

被引:13
作者
BORTHWICK, AD
BIGGADIKE, K
HOLMAN, S
MO, CL
机构
[1] Department of Microbiological Chemistry, Glaxo Group Research, Greenford
关键词
D O I
10.1016/S0040-4039(00)94624-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A ten-step enantiospecific synthesis of carbocyclic 9-(2′-deoxy-2′-fluoroβ-D-arabinofuranosyl)guanine (10), (+) CAFG, from Aristeromycin is described. © 1990.
引用
收藏
页码:767 / 770
页数:4
相关论文
共 16 条
  • [1] ENANTIOSELECTIVE SYNTHESIS OF THE CARBOCYCLIC NUCLEOSIDES (-)-ARISTEROMYCIN AND (-)-NEPLANOCIN-A BY A CHEMICOENZYMATIC APPROACH
    ARITA, M
    ADACHI, K
    ITO, Y
    SAWAI, H
    OHNO, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (12) : 4049 - 4055
  • [2] 2'-DEOXY-2'-FLUORO-ARA-ARISTEROMYCIN, A NEW ANTI-HERPES AGENT - THE 1ST DIRECT INTRODUCTION OF A 2'-FLUORO SUBSTITUENT INTO A CARBOCYCLIC NUCLEOSIDE
    BIGGADIKE, K
    BORTHWICK, AD
    EXALL, AM
    KIRK, BE
    WARD, RA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (13) : 898 - 900
  • [3] A NOVEL-APPROACH TO CARBOCYCLIC ANALOGS OF NUCLEOSIDES
    BODENTEICH, M
    GRIENGL, H
    [J]. TETRAHEDRON LETTERS, 1986, 27 (36) : 4291 - 4292
  • [4] SYNTHESIS AND ENZYMATIC RESOLUTION OF CARBOCYCLIC 2'-ARA-FLUORO-GUANOSINE - A POTENT NEW ANTI-HERPETIC AGENT
    BORTHWICK, AD
    BUTT, S
    BIGGADIKE, K
    EXALL, AM
    ROBERTS, SM
    YOUDS, PM
    KIRK, BE
    BOOTH, BR
    CAMERON, JM
    COX, SW
    MARR, CLP
    SHILL, MD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (10) : 656 - 658
  • [5] BORTHWICK AD, 1990, IN PRESS J MED CHEM
  • [6] BORTHWICK AD, 1987, Patent No. 212956
  • [7] SYNTHESIS AND ANTI-HIV ACTIVITY OF VARIOUS 2'-SUBSTITUTED AND 3'-SUBSTITUTED 2',3'-DIDEOXYADENOSINES - A STRUCTURE ACTIVITY ANALYSIS
    HERDEWIJN, P
    PAUWELS, R
    BABA, M
    BALZARINI, J
    DECLERCQ, E
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) : 2131 - 2137
  • [8] STREPTOMYCES CITRICOLOR NOV SP AND A NEW ANTIBIOTIC ARISTEROMYCIN
    KUSAKA, T
    YAMAMOTO, H
    SHIBATA, M
    MUROI, M
    KISHI, T
    MIZUNO, K
    [J]. JOURNAL OF ANTIBIOTICS, 1968, 21 (04) : 255 - &
  • [9] A NOVEL AND STEREOSPECIFIC SYNTHESIS OF (+/)-ARISTEROMYCIN AND (-)-ARISTEROMYCIN
    MADHAVAN, GVB
    MARTIN, JC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (08) : 1287 - 1293
  • [10] SYNTHESIS OF THE CARBOCYCLIC NUCLEOSIDE (-)-NEPLANOCIN-A
    MEDICH, JR
    KUNNEN, KB
    JOHNSON, CR
    [J]. TETRAHEDRON LETTERS, 1987, 28 (36) : 4131 - 4134