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    1,8-CINEOLE-9-SUBSTITUTED COMPOUND AND PRODUCTION THEREOF
    56.
    发明专利
    1,8-CINEOLE-9-SUBSTITUTED COMPOUND AND PRODUCTION THEREOF 失效

    公开(公告)号：JPS63253081A

    公开(公告)日：1988-10-20

    申请号：JP8583387

    申请日：1987-04-09

    申请人： CHISSO CORP

    发明人： MATSUBARA YOSHIHARU

    IPC分类号： C07D311/02 ,  C07D493/08

    摘要： NEW MATERIAL:The 1,8-cineole-9-substituted compound of formula III (A is H or 1-4C acyl). EXAMPLE:9-Acetoxy-1,8-cineole. USE:An intermediate for herbicide, agricultural chemicals (repellent for pine weevil), etc. PREPARATION:The objective compound of formula III can be produced in high yield in two steps comprising (1) oxidation of 1,8-methadiene of formula I [easily available from 2-pinene or 2(10)-pinene which are main components of turpentine oil available at a low cost] with lead tetroxide in a mixed solvent comprising glacial acetic acid and acetic anhydride, etc., to produce 1-p-menthene glycol monoacetate of formula II and (2) intramolecular cyclization of the product under thermal refluxing in a solvent such as hexane in the presence of an acidic bisulfate such as acidic potassium bisulfate preferably for 2-8hr under stirring.

    2-OXA-PREGNANE COMPOUND
    57.
    发明专利
    2-OXA-PREGNANE COMPOUND 失效

    公开(公告)号：JPS61204198A

    公开(公告)日：1986-09-10

    申请号：JP4373185

    申请日：1985-03-07

    申请人： TEIKOKU HORMONE MFG CO LTD

    发明人： SHIBATA TAKEO ,  YAMAGOSHI NOBUAKI ,  KOIZUMI NAOYUKI ,  TAKEGAWA YOSHIHIRO ,  SHIMAZAWA EIICHIRO ,  SAEGUSA MAMORU

    IPC分类号： A61K31/365 ,  A61K31/56 ,  C07D311/02 ,  C07J73/00

    摘要： NEW MATERIAL:A compound of formula I (A is H, lower alkanoyl; X is halogen). EXAMPLE:17alpha-Acetoxy-6-chloro-2-oxapregna-4,6-diene-3,20-dione. USE:Preventive, remedy for diseases depending on androgens such as prostato megaly, prostate cancer, psilosis, acne or seborrhea. PREPARATION:For example, a compound of formula II such as 17alpha-acetoxy-6- chloro-1xsi-hydroxy-2-oxapregna-4,6-diene-3,20-dione is allowed to react with a metal hydride complex such as sodium borohydride in an alcohol-water mixed solvent, when needed, in the presence of an inorganic salt such as sodium bicar bonate or organic salt at about -20 deg.C-room temperature to give a compound formula I.