Title:
17-(3-ヒドロキシプロピル)-3,17-ジヒドロキシアンドロスタンの無金属酸化による3-オキソ-プレグン-4-エン-21,17-カルボラクトンの生成方法
Document Type and Number:
Japanese Patent JP2009501753
Kind Code:
A
Abstract:
Preparation of 3-oxo-pregnan-21,17-carbolactone compound (II) comprises reacting steroidal 3,17 diol (I) with at least 3 mole equivalent of an organic or inorganic hypochlorite as oxidizing agent in the presence of 2,2,6,6-tetramethylpiperidine-N-oxide derivative at a pH of at least 8. Preparation of 3-oxo-pregnan-21,17-carbolactone compound of formula (II) comprises reacting a steroidal 3,17 diol of formula (I) with at least 3 mole equivalent of an organic or inorganic hypochlorite as oxidizing agent in the presence of 2,2,6,6-tetramethylpiperidine-N-oxide derivative at a pH of at least 8. Either R5>H or OH; and R-6a : H; and R-7a : H, 1-4C alkyl, 1-4C alkoxycarbonyl or 1-4C thioacyl; or R-6aR5 : a double bond; or R-6aR-7a : -CH2-; either R-6b, R-7b, R9>, R11>H; or R-6bR-7b : -CH2-; or R9>R11>double bond or epoxy group; either R15>H or 1-4C alkyl; and R16>H; or R15>R16>-CH2- or double bond; and R10>, R13>H, methyl or ethyl. Independent claims are included for: (1) the preparation of 3-oxo-pregn-4-ene-21,17-carbolactone compound of formula (III) comprising preparing (II) (where R5> is OH), and eliminating water at a pH of less than 5, optionally in the presence of an acid; and (2) 6beta ,7beta , 15beta , 16beta -dimethylene-3-oxo-17alpha -pregnan-5beta -ol-21,17-carbolactone-dichloromethane-hemisolvate (IV). [Image] [Image].
Inventors:
Zeilz, Karsten
Zeba, Hartmut
Zeba, Hartmut
Application Number:
JP2008521908A
Publication Date:
January 22, 2009
Filing Date:
July 20, 2006
Export Citation:
Assignee:
Bayer Schering Pharma Aktiengesellschaft
International Classes:
C07J21/00
Domestic Patent References:
| JP2000516226A | 2000-12-05 | |||
| JP2008522962A | 2008-07-03 |
Other References:
JPN6012019599; Ｏｒｇａｎｉｃ ｐｒｅｐａｒａｔｉｏｎｓ ａｎｄ ｐｒｏｃｅｄｕｒｅｓ ｉｎｔｅｒｎａｔｉｏｎａｌ ｖｏｌ．３６, 2004, ｐ．３-３１
Attorney, Agent or Firm:
Atsushi Aoki
Takashi Ishida
Fukumoto product
Tetsuji Koga
Kazuhiro Nakamura
Yoichi Watanabe
Masaru Nakajima
Takashi Ishida
Fukumoto product
Tetsuji Koga
Kazuhiro Nakamura
Yoichi Watanabe
Masaru Nakajima