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IT1306737B1 - Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine - Google Patents

Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine

Info

Publication number
IT1306737B1
IT1306737B1 ITRM990670A IT1306737B1 IT 1306737 B1 IT1306737 B1 IT 1306737B1 IT RM990670 A ITRM990670 A IT RM990670A IT 1306737 B1 IT1306737 B1 IT 1306737B1
Authority
IT
Italy
Prior art keywords
preparation
trimethylamine
treating
succinic acid
base
Prior art date
Application number
Other languages
Italian (it)
Inventor
Piero Melloni
Alberto Cerri
Marco Santagostino
Original Assignee
Sigma Tau Ind Farmaceuti
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 Sigma Tau Ind Farmaceuti filed Critical Sigma Tau Ind Farmaceuti
Publication of ITRM990670A0 publication Critical patent/ITRM990670A0/en
Priority to IT1999RM000670 priority Critical patent/IT1306737B1/en
Priority to SI200030921T priority patent/SI1187805T1/en
Priority to AU46121/00A priority patent/AU4612100A/en
Priority to CNB008076502A priority patent/CN1158244C/en
Priority to EP00927737A priority patent/EP1187805B1/en
Priority to SK1601-2001A priority patent/SK286155B6/en
Priority to PCT/IT2000/000187 priority patent/WO2000069808A1/en
Priority to PT00927737T priority patent/PT1187805E/en
Priority to KR1020017014397A priority patent/KR100684379B1/en
Priority to US09/959,717 priority patent/US6677476B1/en
Priority to HU0201418A priority patent/HUP0201418A3/en
Priority to DE60032139T priority patent/DE60032139T2/en
Priority to CZ20013816A priority patent/CZ20013816A3/en
Priority to ES00927737T priority patent/ES2277838T3/en
Priority to PL351646A priority patent/PL203993B1/en
Priority to DK00927737T priority patent/DK1187805T3/en
Priority to KR1020067021556A priority patent/KR100789468B1/en
Priority to EP04013530A priority patent/EP1468979A1/en
Priority to CA002372424A priority patent/CA2372424A1/en
Priority to MXPA01011758A priority patent/MXPA01011758A/en
Priority to AT00927737T priority patent/ATE346838T1/en
Priority to JP2000618226A priority patent/JP4584464B2/en
Publication of ITRM990670A1 publication Critical patent/ITRM990670A1/en
Application granted granted Critical
Publication of IT1306737B1 publication Critical patent/IT1306737B1/en
Priority to US10/716,453 priority patent/US6984739B2/en
Priority to US11/175,356 priority patent/US7247747B2/en
Priority to CY20071100268T priority patent/CY1107566T1/en
Priority to JP2010153891A priority patent/JP2010229157A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Preparation of L-carnitine inner salt comprises: (a) reducing a succinic acid derivative (I); and (b) treating with a base and then with trimethylamine. Preparation of L-carnitine inner salt comprises: (a) reducing a succinic acid derivative of formula (I); and (b) treating with a base and then with trimethylamine. [Image] X 1, X 2OH, 1-4C alkoxy, phenoxy or halo; or X 1+X 2O; Y : halo, mesyloxy or tosyloxy. Independent claims are also included for: (i) 1-methyl hydrogen (S)-2-chlorosuccinate, (S)-2-chlorosuccinoyldichloride and (S)-methanesulfonyloxysuccinic acid as intermediates in the above process; (ii) a process for the preparation of (S)-(-)-chlorosuccinic acid comprising reacting (S)(+)-aspartic acid and sodium nitrite in a hydrochloric acid-aqueous milieu in the presence of sodium chloride in a (S)-(+)-aspartic acid:sodium chloride ratio of 1:0.3-1:0.5, the improvement consisting of: (a) the isolation of the product by precipitation with cooling; (b) using the mother waters from a previous preparation (a) as at least partial substitutes for the sodium chloride and hydrochloric acid; and (iii) a process for the preparation of (S)-chlorosuccinic anhydride comprising reacting (S)-(-)-succinic acid prepared by a process (ii) and acetic anhydride.
IT1999RM000670 1999-05-18 1999-10-29 Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine IT1306737B1 (en)

Priority Applications (26)

Application Number Priority Date Filing Date Title
IT1999RM000670 IT1306737B1 (en) 1999-10-29 1999-10-29 Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine
CZ20013816A CZ20013816A3 (en) 1999-05-18 2000-05-12 Process for preparing R-(-)-carnitine from S-(-)-chlorosuccinic acid or derivatives thereof
PL351646A PL203993B1 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
CNB008076502A CN1158244C (en) 1999-05-18 2000-05-12 Method for preparing R-(one)-carnitine from S-(one)-chlorosuccinic acid or its derivatives
EP00927737A EP1187805B1 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
SK1601-2001A SK286155B6 (en) 1999-05-18 2000-05-12 Process for the preparation of L-carnitine inner salt, intermediates and their use
PCT/IT2000/000187 WO2000069808A1 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
PT00927737T PT1187805E (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
KR1020017014397A KR100684379B1 (en) 1999-05-18 2000-05-12 Process for preparing R-(-)-carnitine from S-(-)-chlorosuccinic acid or derivatives thereof
US09/959,717 US6677476B1 (en) 1999-05-18 2000-05-12 Process for preparing R-(-) -carnitine from S-(-)-chlorosuccinic acid or from a derivative thereof
HU0201418A HUP0201418A3 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derative thereof
DE60032139T DE60032139T2 (en) 1999-05-18 2000-05-12 METHOD FOR THE PRODUCTION OF R - (-) CARNITINE FROM S - (-) - CHLOROBINIC ACID OR FROM ITS DERIVATIVES
SI200030921T SI1187805T1 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
ES00927737T ES2277838T3 (en) 1999-05-18 2000-05-12 PROCESS TO PREPARE R - (-) - CARNITINE FROM ACID S - (-) - CHLOROSUCCINIC OR FROM A DERIVATIVE OF THE SAME.
AU46121/00A AU4612100A (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
DK00927737T DK1187805T3 (en) 1999-05-18 2000-05-12 Process for the preparation of R - (-) - carnitine from S - (-) - chloro succinic acid or from a derivative thereof
KR1020067021556A KR100789468B1 (en) 1999-05-18 2000-05-12 Method for producing S-(-)-chlorosuccinic acid
EP04013530A EP1468979A1 (en) 1999-05-18 2000-05-12 Process for preparing S-(-)-chlorosuccinic acid
CA002372424A CA2372424A1 (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof
MXPA01011758A MXPA01011758A (en) 1999-05-18 2000-05-12 Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof.
AT00927737T ATE346838T1 (en) 1999-05-18 2000-05-12 METHOD FOR PRODUCING R-(-)-CARNITINE FROM S-(-)-CHLOROSUNCRIC ACID OR FROM ONE DERIVATIVES THEREOF
JP2000618226A JP4584464B2 (en) 1999-05-18 2000-05-12 Process for preparing R-(-)-carnitine from S-(-)-chlorosuccinic acid or its derivatives
US10/716,453 US6984739B2 (en) 1999-05-18 2003-11-20 Process for preparing R-(−)-carnitin from S-(−)-chlorosuccinic acid or from a derivative thereof
US11/175,356 US7247747B2 (en) 1999-05-18 2005-07-07 Process for preparing R-(-)carnitine from S-(-)-chlorosuccinic acid or from a derivative thereof
CY20071100268T CY1107566T1 (en) 1999-05-18 2007-02-26 METHOD FOR THE PRODUCTION OF R - (-) - CARNITINE FROM S - (-) CHLOROIDIC ACID OR FROM A PRODUCER
JP2010153891A JP2010229157A (en) 1999-05-18 2010-07-06 Method for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or derivative thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT1999RM000670 IT1306737B1 (en) 1999-10-29 1999-10-29 Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine

Publications (3)

Publication Number Publication Date
ITRM990670A0 ITRM990670A0 (en) 1999-10-29
ITRM990670A1 ITRM990670A1 (en) 2001-04-29
IT1306737B1 true IT1306737B1 (en) 2001-10-02

Family

ID=11407030

Family Applications (1)

Application Number Title Priority Date Filing Date
IT1999RM000670 IT1306737B1 (en) 1999-05-18 1999-10-29 Preparation of L-carnitine inner salt in high yields by reducing succinic acid derivative and treating with base and then trimethylamine

Country Status (1)

Country Link
IT (1) IT1306737B1 (en)

Also Published As

Publication number Publication date
ITRM990670A0 (en) 1999-10-29
ITRM990670A1 (en) 2001-04-29

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