Synergistic methodologies for the synthesis of 3-aroyl-2-arylbenzo[b]thiophene-based selective estrogen receptor modulators.: Two concise syntheses of raloxifene

被引:33
作者
Bradley, DA [1 ]
Godfrey, AG [1 ]
Schmid, CR [1 ]
机构
[1] Lilly Corp Ctr, Lilly Res Labs, Eli Lilly & Co Div A, Indianapolis, IN 46285 USA
关键词
D O I
10.1016/S0040-4039(99)00955-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Difunctionalized benzo[b] thiophene intermediates are prepared which allow fully independent elaboration of the 2-aryl position or the tether position of benzo[b]thiophene-based selective estrogen receptor modulators (SERMs). Two concise syntheses of the SERM raloxifene (Evista(R)) are presented. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5155 / 5159
页数:5
相关论文
共 31 条
  • [1] DESTABILIZED CARBOCATIONS - NUCLEAR-MAGNETIC-RESONANCE DETECTION AND REACTIVITIES OF ARYL ALPHA-THIOFORMAMIDYL CATIONS
    ABLENAS, FJ
    GEORGE, BE
    MALEKI, M
    JAIN, R
    HOPKINSON, AC
    LEERUFF, E
    [J]. CANADIAN JOURNAL OF CHEMISTRY, 1987, 65 (08) : 1800 - 1803
  • [2] Diamino benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors:: 3.: Enhancing activity by imposing conformational restriction in the C-4" side chain
    Bastian, JA
    Chirgadze, N
    Denney, ML
    Gifford-Moore, DS
    Sall, DJ
    Smith, GF
    Wikel, JH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (03) : 363 - 368
  • [3] BERGE J, 1994, SYNLETT, P184
  • [4] BERNASCONI CF, 1980, CHIMIA, V34, P1
  • [5] Bryant HU, 1998, P SOC EXP BIOL MED, V217, P45
  • [6] CAMERON KO, Patent No. 9510513
  • [7] CRESE TA, 1998, CURR PHARM DESIGN, V4, P71
  • [8] Draper MW, 1996, J BONE MINER RES, V11, P835
  • [9] EVANS GI, 1995, BONE, V17, P1818
  • [10] GODFREY AG, 1995, Patent No. 5466810