An Expeditious Synthesis of Lasofoxifene and Nafoxidine via the Novel Three-component Coupling Reaction

この論文にアクセスする

この論文をさがす

著者

    • SANO Yoshiyuki
    • Department of Applied Chemistry, Faculty of Science, Tokyo University of Science
    • NAKATA Kenya
    • Department of Applied Chemistry, Faculty of Science, Tokyo University of Science
    • OTOYAMA Takafumi
    • Department of Applied Chemistry, Faculty of Science, Tokyo University of Science
    • UMEDA Sei
    • Department of Applied Chemistry, Faculty of Science, Tokyo University of Science
    • SHIINA Isamu
    • Department of Applied Chemistry, Faculty of Science, Tokyo University of Science

抄録

The simple and efficient synthesis of lasofoxifene (<B>4</B>), a possible candidate for alleviating osteoporosis, via the novel three-component coupling reaction among 4-pivaloyloxybenzaldehyde (<B>5</B>), cinnamyltrimethylsilane (<B>6</B>), and anisole in the presence of HfCl<SUB>4</SUB> is illustrated. The successive cationic cyclization of the coupling product, olefin formation, and migration of the double-bond are performed to afford the common synthetic intermediate of lasofoxifene (<B>4</B>) and nafoxidine (<B>3</B>) via a very concise procedure.

収録刊行物

  • Chemistry letters

    Chemistry letters 36(1), 40-41, 2007-01-05

    The Chemical Society of Japan

参考文献:  14件中 1-14件 を表示

  • <no title>

    SANO Y.

    Tetrahedron Lett. 47, 1631, 2006

    被引用文献1件

  • <no title>

    KE H. Z.

    Endocrinology 141, 1338, 2000

    被引用文献1件

  • <no title>

    SORBERA L. A.

    Drugs Future 23, 1066, 1998

    被引用文献1件

  • <no title>

    CAMERON K. O.

    U.S. Patent 552412, 1996

    被引用文献1件

  • <no title>

    LEDNICER D.

    J. Med. Chem. 9, 172, 1966

    被引用文献1件

  • <no title>

    CHIU C. K. F.

    Jpn. Kokai Tokkyo Koho 2000 327,670, 2000

    被引用文献1件

  • <no title>

    BINDAL R. D.

    Synthesis, 1982

    被引用文献1件

  • <no title>

    SHIINA I.

    Tetrahedron Lett. 43, 6395, 2002

    被引用文献1件

  • <no title>

    SHIINA I.

    Tetrahedron Lett. 45, 965, 2004

    被引用文献1件

  • <no title>

    ROSATI R. L.

    J. Med. Chem. 41, 2928, 1998

    被引用文献2件

  • <no title>

    LEDNICER D.

    J. Med. Chem. 12, 881, 1969

    DOI 被引用文献1件

  • <no title>

    BARLUENGA J.

    Angew. Chem. Int. Ed. 24, 319, 1985

    被引用文献2件

  • <no title>

    BARLUENGA J.

    Angew. Chem., Int. Ed. 27, 1546, 1988

    被引用文献1件

  • <no title>

    APPELBE R.

    Tetrahedron Lett. 44, 7641, 2003

    被引用文献2件

各種コード

  • NII論文ID(NAID)
    10018662659
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
ページトップへ