发明授权
US06838567B1 Process for producing optically active azetidine-2-carboxylic acids
失效
光学活性氮杂环丁烷-2-羧酸的制备方法
- 专利标题: Process for producing optically active azetidine-2-carboxylic acids
- 专利标题(中): 光学活性氮杂环丁烷-2-羧酸的制备方法
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申请号: US09959980申请日: 2000-05-15
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公开(公告)号: US06838567B1公开(公告)日: 2005-01-04
- 发明人: Tatsuya Honda , Nobuo Nagashima
- 申请人: Tatsuya Honda , Nobuo Nagashima
- 申请人地址: JP Osaka
- 专利权人: Kaneka Corporation
- 当前专利权人: Kaneka Corporation
- 当前专利权人地址: JP Osaka
- 代理机构: Kenyon & Kenyon
- 优先权: JP11142271 19990521; JP11134736 19990514; JP11169620 19990616
- 国际申请: PCTJP00/03079 WO 20000515
- 国际公布: WO0069817 WO 20001123
- 主分类号: C07C227/16
- IPC分类号: C07C227/16 ; C07C227/22 ; C07C229/20 ; C07D205/04 ; C07D207/26 ; C07D207/273 ; C07D207/12 ; C07C229/00 ; C07D205/00
摘要:
An optically active N-protected azetidine-2-carboxylic acid (5) can be produced by preparing an optically active 4-amino-2-halobutyric acid (3) by halogenating an optically active 3-hydroxy-2-pyrrolidinone (1) with inversion of configuration to prepare an optically active 3-halo-2-pyrrolidinone (2) followed by hydrolysis or by halogenating an optically active 4-amino-2-hydroxybutyric acid ester (6) with inversion of configuration to prepare an optically active 4-amino-2-halobutyric acid ester (7) followed by hydrolysis or by halogenating the compound (6) with inversion of configuration to prepare the compound (7), cyclizing the same to prepare the compound (2) followed by hydrolysis, further cyclizing the compound (3) followed by treating the reaction product with an amino group-protecting agent. The thus-obtained compound (5) can be improved its optical purity further by recrystallization
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