发明授权
US5877343A Efficient and highly enantioselective process for the preparation of
enantiomerically pure cyclopentane-.beta.-amino acids
失效
用于制备对映体纯的环戊烷-β-氨基酸的高效和高度对映选择性的方法
- 专利标题: Efficient and highly enantioselective process for the preparation of enantiomerically pure cyclopentane-.beta.-amino acids
- 专利标题(中): 用于制备对映体纯的环戊烷-β-氨基酸的高效和高度对映选择性的方法
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申请号: US843102申请日: 1997-04-25
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公开(公告)号: US5877343A公开(公告)日: 1999-03-02
- 发明人: Joachim Mittendorf
- 申请人: Joachim Mittendorf
- 申请人地址: DEX Leverkusen
- 专利权人: Bayer Aktiengesellschaft
- 当前专利权人: Bayer Aktiengesellschaft
- 当前专利权人地址: DEX Leverkusen
- 优先权: DEX19617772.3 19960503
- 主分类号: B01J31/12
- IPC分类号: B01J31/12 ; C07B61/00 ; C07C69/74 ; C07C227/32 ; C07C229/48 ; C07C271/24 ; C07C261/00 ; C07C61/06 ; C07C229/00
摘要:
The process according to the invention for the preparation of enantiomerically pure cyclopentane-.beta.-amino acids of the general formula (I) ##STR1## in which A and D have the meanings given in the description, is characterized in that meso-dicarboxylic acid anhydrides are first converted by asymmetric alcoholysis with allyl alcohols and in the presence of a chiral amine base present in enantiomerically pure form, in inert solvents, via the intermediate enantiomerically pure salt stage, into the enantiomerically pure dicarboxylic acid monoesters, in a further step these dicarboxylic acid monoesters are intermediately converted, in the sense of a Curtius rearrangement by reaction with azides, into the corresponding acid azides, and are subsequently converted into the corresponding rearranged isocyanates and the isocyanates are then reacted with allyl alcohols to give the compounds of the general formula (VII), and finally the cyclopentane-.beta.-amino acids of the general formula (I) are obtained by splitting off the urethane and ester function.
公开/授权文献
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