Enantiospecific synthesis of SB 214857, a potent, orally active, nonpeptide fibrinogen receptor antagonist

被引:44
作者
Miller, WH
Ku, TW
Ali, FE
Bondinell, WE
Calvo, RR
Davis, LD
Erhard, KF
Hall, LB
Huffman, WF
Keenan, RM
Kwon, C
Newlander, KA
Ross, ST
Samanen, JM
Takata, DT
Yuan, CK
机构
[1] Department of Medicinal Chemistry, SmithKline Beecham Pharmaceutical, 709 Swedeland Road. P.O. Box 1539, King of Prussia
关键词
D O I
10.1016/0040-4039(95)02054-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantiospecific synthesis of SE 214857, a potent, nonpeptide fibrinogen receptor antagonist, is reported. The synthetic route employs as a key step an intramolecular aryl fluoride displacement to form the seven-membered ring of the 1,4-benzodiazepine system.
引用
收藏
页码:9433 / 9436
页数:4
相关论文
共 12 条
  • [1] BLACKBURN BK, 1993, ANNU REP MED CHEM, V28, P79
  • [2] BONDINELL WE, 1994, Patent No. 9414776
  • [3] Cook Nigel S., 1994, Drugs of the Future, V19, P135
  • [4] DEKNAEP AGM, 1993, Patent No. 9306106
  • [5] CONFORMATIONAL ASPECTS OF POLYPEPTIDES .9. SYNTHESIS OF OLIGOMERIC PEPTIDES DERIVED FROM BETA-METHYL L-ASPARTATE
    GOODMAN, M
    BOARDMAN, F
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (16) : 2483 - &
  • [6] DIRECT DESIGN OF A POTENT NONPEPTIDE FIBRINOGEN RECEPTOR ANTAGONIST BASED ON THE STRUCTURE AND CONFORMATION OF A HIGHLY CONSTRAINED CYCLIC RGD PEPTIDE
    KU, TW
    ALI, FE
    BARTON, LS
    BEAN, JW
    BONDINELL, WE
    BURGESS, JL
    CALLAHAN, JF
    CALVO, RR
    CHEN, LC
    EGGLESTON, DS
    GLEASON, JG
    HUFFMAN, WF
    HWANG, SM
    JAKAS, DR
    KARASH, CB
    KEENAN, RM
    KOPPLE, KD
    MILLER, WH
    NEWLANDER, KA
    NICHOLS, A
    PARKER, MF
    PEISHOFF, CE
    SAMANEN, JM
    UZINSKAS, I
    VENSLAVSKY, JW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) : 8861 - 8862
  • [7] POTENT NONPEPTIDE FIBRINOGEN RECEPTOR ANTAGONISTS WHICH PRESENT AN ALTERNATIVE PHARMACOPHORE
    KU, TW
    MILLER, WH
    BONDINELL, WE
    ERHARD, KF
    KEENAN, RM
    NICHOLS, AJ
    PEISHOFF, CE
    SAMANEN, JM
    WONG, AS
    HUFFMAN, WF
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (01) : 9 - 12
  • [8] NICHOLS AJ, 1994, N HORIZ TH, P213
  • [9] DEVELOPMENT OF GPIIB IIIA ANTAGONISTS AS ANTITHROMBOTIC DRUGS
    NICHOLS, AJ
    RUFFOLO, RR
    HUFFMAN, WF
    POSTE, G
    SAMANEN, J
    [J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1992, 13 (11) : 413 - 417
  • [10] A 4-STEP SYNTHESIS OF TIBO-R82150
    PARKER, KA
    COBURN, CA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) : 4600 - 4601