SYNTHESIS FROM (-)-ARISTEROMYCIN AND X-RAY STRUCTURE OF (-)-CARBOVIR

被引:35
作者
EXALL, AM
JONES, MF
MO, CL
MYERS, PL
PATERNOSTER, IL
SINGH, H
STORER, R
WEINGARTEN, GG
WILLIAMSON, C
BRODIE, AC
COOK, J
LAKE, DE
MEERHOLZ, CA
TURNBULL, PJ
HIGHCOCK, RM
机构
[1] GLAXO GRP RES LTD,DEPT MED CHEM,GREENFORD RD,GREENFORD UB6 0HE,MIDDX,ENGLAND
[2] GLAXO GRP RES LTD,DEPT PROC RES,GREENFORD UB6 0HE,MIDDX,ENGLAND
[3] GLAXO GRP RES LTD,DEPT COMPUTAT CHEM,GREENFORD UB6 0HE,MIDDX,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期
关键词
D O I
10.1039/p19910002467
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient processes are described for the synthesis of (-)-carbovir 3 and its triphosphate derivative 28 from (-)-aristeromycin 4. The X-ray structure of (-)-carbovir has been determined.
引用
收藏
页码:2467 / 2477
页数:11
相关论文
共 32 条
  • [1] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE ENANTIOMERIC FORMS OF CARBA-5-IODO-2'-DEOXYURIDINE AND CARBA-(E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
    BALZARINI, J
    BAUMGARTNER, H
    BODENTEICH, M
    DECLERCQ, E
    GRIENGL, H
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) : 1861 - 1865
  • [2] UNUSUAL STRUCTURAL FEATURES OF 2',3'-DIDEOXYCYTIDINE, AN INHIBITOR OF THE HIV (AIDS) VIRUS
    BIRNBAUM, GI
    LIN, TS
    PRUSOFF, WH
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1988, 151 (01) : 608 - 614
  • [3] STRUCTURE AND CONFORMATION OF 3'-AZIDO-3'-DEOXYTHYMIDINE (AZT), AN INHIBITOR OF THE HIV (AIDS) VIRUS
    BIRNBAUM, GI
    GIZIEWICZ, J
    GABE, EJ
    LIN, TS
    PRUSOFF, WH
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (09): : 2135 - 2139
  • [4] ENANTIOSPECIFIC SYNTHESIS OF THE POTENT ANTI-HERPETIC CARBOCYCLIC 9-(2'-DEOXY-2'-FLUORO-BETA-D-ARABINOFURANOSYL)GUANINE (+)C-AFG FROM ARISTEROMYCIN
    BORTHWICK, AD
    BIGGADIKE, K
    HOLMAN, S
    MO, CL
    [J]. TETRAHEDRON LETTERS, 1990, 31 (05) : 767 - 770
  • [5] 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
  • [6] CARBOVIR - THE (-) ENANTIOMER IS A POTENT AND SELECTIVE ANTIVIRAL AGENT AGAINST HUMAN-IMMUNODEFICIENCY-VIRUS INVITRO
    COATES, JAV
    INGGALL, HJ
    PEARSON, BA
    PENN, CR
    STORER, R
    WILLIAMSON, C
    CAMERON, JM
    [J]. ANTIVIRAL RESEARCH, 1991, 15 (02) : 161 - 168
  • [7] COOKSON RC, 1985, EUR J MED CHEM, V20, P375
  • [8] A MILD PROCEDURE FOR THE CONVERSION OF 1,2-DIOLS TO OLEFINS
    COREY, EJ
    HOPKINS, PB
    [J]. TETRAHEDRON LETTERS, 1982, 23 (19) : 1979 - 1982
  • [9] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE CARBOCYCLIC ANALOGS OF (E)-5-(2-HALOVINYL)-2'-DEOXYURIDINES AND (E)-5-(2-HALOVINYL)-2'-DEOXYCYTIDINES
    HERDEWIJN, P
    DECLERCQ, E
    BALZARINI, J
    VANDERHAEGHE, H
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (05) : 550 - 555
  • [10] TOTAL SYNTHESIS OF (-)-CARBOVIR
    JONES, MF
    MYERS, PL
    ROBERTSON, CA
    STORER, R
    WILLIAMSON, C
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (10): : 2479 - 2484