发明授权
EP0828704B1 METHODS OF MAKING (S)-3-(AMINOMETHYL)-5-METHYLHEXANOIC ACID
失效
用于生产(S)-3-(氨乙基)-5-METYLHEXANSÄURE
- 专利标题: METHODS OF MAKING (S)-3-(AMINOMETHYL)-5-METHYLHEXANOIC ACID
- 专利标题(中): 用于生产(S)-3-(氨乙基)-5-METYLHEXANSÄURE
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申请号: EP96913186.1申请日: 1996-04-26
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公开(公告)号: EP0828704B1公开(公告)日: 2002-03-13
- 发明人: HUCKABEE, Brian, Keith , SOBIERAY, Denis, Martin
- 申请人: WARNER-LAMBERT COMPANY
- 申请人地址: 201 Tabor Road Morris Plains New Jersey 07950 US
- 专利权人: WARNER-LAMBERT COMPANY
- 当前专利权人: WARNER-LAMBERT COMPANY
- 当前专利权人地址: 201 Tabor Road Morris Plains New Jersey 07950 US
- 代理机构: Tesch, Rudolf, Dr.
- 优先权: US458950 19950602
- 国际公布: WO9638405 19961205
- 主分类号: C07C227/32
- IPC分类号: C07C227/32 ; C07C229/08 ; C07C233/05
摘要:
The present invention provides a method of making (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid which comprises condensing isovaleraldehyde with an alkyl cyanoacetate to form a 2-cyano-5-methylhex-2-enoic acid alkyl ester; reacting the 2-cyano-5-methylhex-2-enoic acid alkyl ester with a dialkyl malonate to form 3-isobutylglutaric acid; forming the anhydride of 3-isobutylglutaric acid; reacting the anhydride with ammonia to form (+/-)-3-(carbamoylmethyl)-5-methylhexanoic acid; reacting (+/-)-3-(carbamoylmethyl)-5-methylhexanoic acid with (R)-(+)- alpha -phenylethylamine to obtain the (R)-(+)- alpha -phenylethylamine salt of (R)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid; combining the salt with an acid to obtain (R)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid; and reacting the (R)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid with a Hofmann reagent to obtain (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid.
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