发明授权
- 专利标题: Process for producing optically active pyrrolidine derivatives
- 专利标题(中): 光学活性吡咯烷衍生物的制备方法
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申请号: US976491申请日: 1997-11-24
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公开(公告)号: US5942629A公开(公告)日: 1999-08-24
- 发明人: Yoshifumi Yuasa , Tsukasa Sotoguchi , Nobuo Seido
- 申请人: Yoshifumi Yuasa , Tsukasa Sotoguchi , Nobuo Seido
- 申请人地址: JPX Tokyo
- 专利权人: Takasago International Corporation
- 当前专利权人: Takasago International Corporation
- 当前专利权人地址: JPX Tokyo
- 优先权: JPX9-024514 19970124
- 主分类号: B01J31/24
- IPC分类号: B01J31/24 ; C07B61/00 ; C07D207/08 ; C07D207/09 ; C07D207/26
摘要:
A production process for obtaining optically active (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine or (3R,1'S)-3-�(1'-N-methylamino)ethyl!pyrrolidine used as an intermediate for the synthesis of pharmaceutical preparations such as anti-fungal agents in high purity and in high yield using a reduced number of processing steps. The process comprises asymmetrically hydrogenating 3-acetyl-1-benzyl-2-pyrrolidinone in the presence of a complex formed from bidentate phosphine and ruthenium as a catalyst to provide (3S,1'R)-1-benzyl-3-�(1'-hydroxy)ethyl!-2-pyrrolidinone, then reducing with a hydride to provide (3R,1'R)-1-benzyl-3-�(1'-hydroxy)ethyl!pyrrolidine, mesylating or tosylating to provide (3R,1'R)-1-benzyl-3-�(1'-methanesulfonyloxy)ethyl!pyrrolidine or (3R,1'R)-1-benzyl-3-�(1'-p-toluenesulfonyloxy)ethyl!pyrrolidine, and reacting with methylamine to obtain (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine. The prcess may further comprise de-benzylating (3R,1'S)-1-benzyl-3-�(1'-N-methylamino)ethyl!pyrrolidine to obtain (3R,1'S)-3-�(1'-N-methylamino)ethyl!pyrrolidine.
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