CY1116498T1 - Διεργασια για την παρασκευη (r)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκου οξεος και πρεγκαμπαλινης και συνθεση ενδιαμεσων - Google Patents

Διεργασια για την παρασκευη (r)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκου οξεος και πρεγκαμπαλινης και συνθεση ενδιαμεσων

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Publication number
CY1116498T1
CY1116498T1 CY20151100604T CY151100604T CY1116498T1 CY 1116498 T1 CY1116498 T1 CY 1116498T1 CY 20151100604 T CY20151100604 T CY 20151100604T CY 151100604 T CY151100604 T CY 151100604T CY 1116498 T1 CY1116498 T1 CY 1116498T1
Authority
CY
Cyprus
Prior art keywords
acid
preparation
pregampalin
methylexanic
carbamoylomethyl
Prior art date
Application number
CY20151100604T
Other languages
English (en)
Inventor
Annibale Salvi
Antonio Nardi
Angelis Bruno De
Original Assignee
Laboratorio Chimico Internazionale S.P.A.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Laboratorio Chimico Internazionale S.P.A. filed Critical Laboratorio Chimico Internazionale S.P.A.
Publication of CY1116498T1 publication Critical patent/CY1116498T1/el

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/20—Preparation of optical isomers by separation of optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/32—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/05—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Η παρούσα εφεύρεση αναφέρεται στην παρασκευή (R)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκού οξέος, συγκεκριμένα, στο διαχωρισμό του ρακεμικού μίγματος οξέος μέσω αλατοποίησης με οπτικώς ενεργές αμίνες και επακόλουθη οξίνιση για την παροχή του (R) εναντιομερούς του οξέος· η παρούσα εφεύρεση αφορά επίσης τα ενδιάμεσα άλατος που σχηματίζονται με τις ρηθείσες αμίνες και τη μετατροπή του ρηθέντος (R)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκού οξέος σε βιολογικώς ενεργά μόρια όπως πρεγκαμπαλίνη.
CY20151100604T 2006-07-04 2015-07-10 Διεργασια για την παρασκευη (r)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκου οξεος και πρεγκαμπαλινης και συνθεση ενδιαμεσων CY1116498T1 (el)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT001297A ITMI20061297A1 (it) 2006-07-04 2006-07-04 Procedimento per la preparazione della'acido (r)-(-)-3-(carbamoilmetil)-5-metilesanoico e del pregabalin e intermedi di sintesi
EP07766518.0A EP2035368B1 (en) 2006-07-04 2007-06-06 Process for the preparation of (r)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid and of pregabalin and synthesis intermediates

Publications (1)

Publication Number Publication Date
CY1116498T1 true CY1116498T1 (el) 2017-03-15

Family

ID=38669439

Family Applications (1)

Application Number Title Priority Date Filing Date
CY20151100604T CY1116498T1 (el) 2006-07-04 2015-07-10 Διεργασια για την παρασκευη (r)-(-)-3-(καρβαμοϋλομεθυλ)-5-μεθυλεξανοϊκου οξεος και πρεγκαμπαλινης και συνθεση ενδιαμεσων

Country Status (15)

Country Link
US (1) US8563775B2 (el)
EP (1) EP2035368B1 (el)
JP (1) JP5202519B2 (el)
CN (1) CN101500985B (el)
CA (1) CA2656122C (el)
CY (1) CY1116498T1 (el)
DK (1) DK2035368T3 (el)
ES (1) ES2542980T3 (el)
HR (1) HRP20150738T1 (el)
HU (1) HUE026917T2 (el)
IT (1) ITMI20061297A1 (el)
PL (1) PL2035368T3 (el)
PT (1) PT2035368E (el)
SI (1) SI2035368T1 (el)
WO (1) WO2008004044A1 (el)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101160281A (zh) 2005-04-06 2008-04-09 特瓦制药工业有限公司 结晶形态的普瑞巴林
US7488846B2 (en) 2005-04-11 2009-02-10 Teva Pharmaceuical Industries Ltd. Pregabalin free of lactam and a process for preparation thereof
EP1879851B1 (en) 2005-05-10 2010-11-03 Teva Pharmaceutical Industries Ltd Method for the preparation of pregabalin and salts thereof
CA2604624A1 (en) 2005-05-10 2006-11-16 Teva Pharmaceutical Industries Ltd. Optical resolution of 3-carbamoylmethyl-5-methyl hexanoic acid
JP2008505980A (ja) 2005-05-10 2008-02-28 テバ ファーマシューティカル インダストリーズ リミティド イソブチルグルタル酸を有さないプレガバリン及びその調製方法
CA2619472A1 (en) 2005-09-19 2007-03-29 Teva Pharmaceutical Industries Ltd. Chiral 3-carbamoylmethyl-5-methyl hexanoic acids, key intermediates for the new synthesis of (s)-pregabalin
TW200815323A (en) 2006-05-24 2008-04-01 Teva Pharma Processes for the preparation of R-(+)-3-(carbamoylmethyl)-5-methylhexanoic acid and salts thereof
BRPI0803092A2 (pt) 2007-03-22 2011-08-30 Teva Pharma sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina
US20110230666A1 (en) * 2008-06-03 2011-09-22 Shodhana Laboratories Limited process for the separation of enantiomerically pure compounds
WO2014080345A2 (en) * 2012-11-20 2014-05-30 Shasun Pharmaceuticals Limited Improved process for the preparation of pregabalin
CN103626668B (zh) * 2013-11-07 2015-05-20 河北爱弗特精细化工有限责任公司 一种s-构型普瑞巴林的化学拆分制备方法
CN104356016B (zh) * 2014-10-24 2019-08-23 浙江华海药业股份有限公司 一种用回收制备3-异丁基戊二酸单酰胺的方法
CN104710320A (zh) * 2015-03-30 2015-06-17 浙江华海药业股份有限公司 一种制备普瑞巴林的方法
CN105152954B (zh) * 2015-07-22 2020-12-08 浙江华海药业股份有限公司 一种无溶剂回收3-异丁基戊二酸单酰胺的方法
CN109678737B (zh) * 2019-02-18 2021-12-24 常州制药厂有限公司 一种普瑞巴林的制备方法
CN112745240A (zh) * 2021-01-19 2021-05-04 宁波酶赛生物工程有限公司 一种高选择性的普瑞巴林中间体的重结晶方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5829719A (ja) * 1981-08-14 1983-02-22 Hiroyuki Nohira 光学活性フエニルグリシノ−ルを用いるキラルカルボン酸の光学分割法
JPS58183669A (ja) * 1982-04-19 1983-10-26 Teikoku Chem Ind Corp Ltd 光学活性なプロピオン酸誘導体の製造方法
JPS6013736A (ja) * 1983-07-01 1985-01-24 Hiroyuki Nohira （±）−２−クロロプロピオン酸の光学分割法
US5191112A (en) * 1989-10-17 1993-03-02 Nissan Chemical Industries, Ltd. Process for optical resolution of (±)-2-(3-benzoyl)-phenylpropionic acid
JPH0753505A (ja) * 1992-10-01 1995-02-28 Hokuriku Seiyaku Co Ltd ベンゼンスルホンアミド誘導体及びその用途
US5616793A (en) * 1995-06-02 1997-04-01 Warner-Lambert Company Methods of making (S)-3-(aminomethyl)-5-methylhexanoic acid
SE9904415D0 (sv) * 1999-12-03 1999-12-03 Astra Ab New process
US6825375B2 (en) * 2000-06-28 2004-11-30 Taisho Pharmaceutical Co. Intermediate and process for producing fluorinated carboxylic acid derivative from the same
JP4319847B2 (ja) * 2002-02-13 2009-08-26 第一三共株式会社 （１ｓ，２ｓ）−２−フルオロシクロプロパンカルボン酸誘導体の製造方法
US7501528B2 (en) * 2005-03-15 2009-03-10 Hoffmann-La Roche Inc. Method for preparing enantiomerically pure 4-pyrrolidino phenylbenzyl ether derivatives

Also Published As

Publication number Publication date
US8563775B2 (en) 2013-10-22
US20090192331A1 (en) 2009-07-30
ES2542980T3 (es) 2015-08-13
EP2035368B1 (en) 2015-05-27
HUE026917T2 (en) 2016-08-29
PL2035368T3 (pl) 2015-10-30
CN101500985B (zh) 2013-04-03
CN101500985A (zh) 2009-08-05
HRP20150738T1 (hr) 2015-08-14
JP2009542615A (ja) 2009-12-03
WO2008004044A1 (en) 2008-01-10
JP5202519B2 (ja) 2013-06-05
CA2656122A1 (en) 2008-01-10
CA2656122C (en) 2015-05-05
DK2035368T3 (en) 2015-08-24
SI2035368T1 (sl) 2015-08-31
ITMI20061297A1 (it) 2008-01-05
PT2035368E (pt) 2015-09-01
EP2035368A1 (en) 2009-03-18

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