Invention Grant
US08008514B2 Process for preparing 2-methoxycarbonylmethyl-6,6-dimethyl-2-tetrahydropyran carboxylic acid
失效
制备2-甲氧基羰基甲基-6,6-二甲基-2-四氢吡喃羧酸的方法
- Patent Title: Process for preparing 2-methoxycarbonylmethyl-6,6-dimethyl-2-tetrahydropyran carboxylic acid
- Patent Title (中): 制备2-甲氧基羰基甲基-6,6-二甲基-2-四氢吡喃羧酸的方法
-
Application No.: US11988856Application Date: 2006-07-14
-
Publication No.: US08008514B2Publication Date: 2011-08-30
- Inventor: Massimo Ferrari , Paolo Belotti
- Applicant: Massimo Ferrari , Paolo Belotti
- Applicant Address: IT S. Paolo D'Aragon CH Geneva
- Assignee: Erregierre S.p.A.,Stragen Pharma SA
- Current Assignee: Erregierre S.p.A.,Stragen Pharma SA
- Current Assignee Address: IT S. Paolo D'Aragon CH Geneva
- Agency: Collard & Roe, P.C.
- Priority: ITMI2005A1352 20050715
- International Application: PCT/EP2006/064273 WO 20060714
- International Announcement: WO2007/009953 WO 20070125
- Main IPC: C07D309/08
- IPC: C07D309/08

Abstract:
Process for preparing 2-methoxycarbonylmethyl-6,6-dimethyl-2-tetrahydropyran carboxylic acid (I) comprising: a) Reaction of 5-bromo-2-methyl-2-pentene (III) with magnesium and then diethyloxalate to obtain ethyl-2-oxo-6-methyl-5-heptenoate (IV); b) Reaction of ethyl-2-oxo-6-methyl-5-heptenoate (IV) with an alkali amide and methyl acetate to obtain ethyl-2-methoxycarbonylmethyl-2-hydroxy-6-methyl-5-heptenoate (V); c) Reaction of ethyl-2-methoxycarbonylmethyl-2-hydroxy-6-methyl-5-heptenoate (V) with an alkali metal hydroxide to obtain the corresponding 2-carboxymethyl-2-hydroxy-6-methyl-5-heptenoic acid (VI); d) Cyclisation of 2-carboxymethyl-2-hydroxy-6-methyl-5-heptenoic acid (VI) with formic acid to give 2-carboxymethyl-6,6-dimethyl-2-tetrahydropyrancarboxylic acid (VII); e) Monoesterification of 2-carboxymethyl-6,6-dimethyl-2-tetrahydropyrancarboxylic acid (VII) to 2-methoxycarbonylmethyl-6,6-dimethyl-2-tetrahydropyran carboxylic acid (I), characterised in that in stage (e) the 2-methoxycarbonylmethyl-6,6-dimethyl-2-tetrahydropyran carboxylic acid (I) is purified by means of the formation of the corresponding salt with cyclohexylamine (IA).
Public/Granted literature
- US20090043093A1 Process for Preparing 2-Methoxycarbonylmethyl-6,6-Dimethyl-2-Tetrahydropyran Carboxylic Acid Public/Granted day:2009-02-12
Information query