CA2116464A1 - Process for the Preparation of an Optically Pure Aminoalcohol - Google Patents

Process for the Preparation of an Optically Pure Aminoalcohol

Info

Publication number
CA2116464A1
CA2116464A1 CA2116464A CA2116464A CA2116464A1 CA 2116464 A1 CA2116464 A1 CA 2116464A1 CA 2116464 A CA2116464 A CA 2116464A CA 2116464 A CA2116464 A CA 2116464A CA 2116464 A1 CA2116464 A1 CA 2116464A1
Authority
CA
Canada
Prior art keywords
preparation
dichlorophenyl
optically pure
cyano
propionic acid
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
CA2116464A
Other languages
French (fr)
Other versions
CA2116464C (en
Inventor
Marcel Descamps
Joel Radisson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis France
Original Assignee
Elf Sanofi SA
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 Elf Sanofi SA filed Critical Elf Sanofi SA
Publication of CA2116464A1 publication Critical patent/CA2116464A1/en
Application granted granted Critical
Publication of CA2116464C publication Critical patent/CA2116464C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups

Abstract

A description is given of a process for the preparation of (+)-2-(3,4-dichlorophenyl)-4-hydroxybutylamine (I) by reaction of 3,4-dichlorophenylacetonitrile (II) with an alkaline (alkali metal) haloacetate, treatment of 3-cyano-3-(3,4-dichlorophenyl)propionic acid (III) with D-(-)-N-methylglucamine, with second-order asymmetric transformation, hydrolysis of the D-(-)-N-methylglucamine salt of (-)-3-cyano-3-(3,4-dichlorophenyl)propionic acid and reduction of the laevorotatory (levorotatory) cyanoacid thus obtained with a borane under conditions which preserve chirality.
CA002116464A 1993-02-26 1994-02-25 Process for the preparation of an optically pure aminoalcohol Expired - Fee Related CA2116464C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9302262 1993-02-26
FR9302262A FR2701946B1 (en) 1993-02-26 1993-02-26 Process for the preparation of an optically pure amino alcohol.

Publications (2)

Publication Number Publication Date
CA2116464A1 true CA2116464A1 (en) 1994-08-27
CA2116464C CA2116464C (en) 1997-10-21

Family

ID=9444482

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002116464A Expired - Fee Related CA2116464C (en) 1993-02-26 1994-02-25 Process for the preparation of an optically pure aminoalcohol

Country Status (12)

Country Link
EP (1) EP0612716B1 (en)
JP (1) JP2546624B2 (en)
CN (2) CN1053655C (en)
AT (1) ATE137736T1 (en)
CA (1) CA2116464C (en)
DE (1) DE69400170T2 (en)
DK (1) DK0612716T3 (en)
ES (1) ES2089889T3 (en)
FR (1) FR2701946B1 (en)
GR (1) GR3020346T3 (en)
HU (1) HU213260B (en)
TW (1) TW240216B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5512680A (en) * 1993-02-26 1996-04-30 Sanofi Process for the preparation of an optically pure aminoalcohol
WO2007136323A1 (en) * 2006-05-18 2007-11-29 Albireo Ab A novel process suitable for large-scale production of phenyl propan derivatives of formula i
DE202008001786U1 (en) 2007-03-12 2008-12-24 Inventio Ag Elevator installation, suspension element for an elevator installation and device for producing a suspension element
CZ2009385A3 (en) * 2009-06-16 2010-07-28 Zentiva, K. S. Process for preparing (S)-4-methylamino-3-(3,4-dichlorophenyl)butan-1-ole
EP3322691A4 (en) * 2015-07-13 2019-03-27 Piramal Enterprises Limited An improved process for the preparation of baclofen and its intermediate
CN107445864B (en) * 2017-08-09 2020-01-17 无锡殷达尼龙有限公司 Method for purifying long-carbon-chain cyano acid product
CN107311911B (en) * 2017-08-21 2020-09-08 钟桂发 Preparation method of chiral intermediate of nilapanib

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IE903957A1 (en) * 1989-11-06 1991-05-08 Sanofi Sa Aromatic amine compounds, their method of preparation and¹pharmaceutical compositions in which they are present

Also Published As

Publication number Publication date
CN1053655C (en) 2000-06-21
EP0612716A1 (en) 1994-08-31
DE69400170T2 (en) 1996-10-02
CN1100410A (en) 1995-03-22
EP0612716B1 (en) 1996-05-08
ATE137736T1 (en) 1996-05-15
FR2701946A1 (en) 1994-09-02
ES2089889T3 (en) 1996-10-01
CA2116464C (en) 1997-10-21
DK0612716T3 (en) 1996-08-19
CN1242358A (en) 2000-01-26
GR3020346T3 (en) 1996-09-30
JPH06340595A (en) 1994-12-13
HUT66401A (en) 1994-11-28
FR2701946B1 (en) 1995-05-24
TW240216B (en) 1995-02-11
JP2546624B2 (en) 1996-10-23
HU9400562D0 (en) 1994-05-30
CN1122660C (en) 2003-10-01
DE69400170D1 (en) 1996-06-13
HU213260B (en) 1997-04-28

Similar Documents

Publication Publication Date Title
AU7375087A (en) New process for the production of L-2-amino-4- (hydroxymethyl-phosphinyl)-butyric acid
CA2116464A1 (en) Process for the Preparation of an Optically Pure Aminoalcohol
ES2105961A1 (en) Process for the preparation and purification of iodinated contrast agents
AU590358B2 (en) Improved process for preparing 5-(2,5-dimethylphenoxy)- 2,2-dimethylpentanoic acid
CA2047714A1 (en) Process for fermentative production of 2-(4-hydroxyphenoxy-)propionic acid
MX9703766A (en) Process for preparation of 5-hydroxymethylthiazole.
HU913196D0 (en) Process for the production of acylamino-methane-phosphonic acids
AU4613100A (en) Process for producing optically active azetidine-2-carboxylic acids
AU3952497A (en) Process for preparing 2-(10,11-dihydro-10-oxodibenzo{b,f}thiepin-2-yl)propionic acid and intermediates therefor
AU5110293A (en) Process for the stereoselective synthesis of 3-substituted 2-thiomethyl propionic acids
AU8162394A (en) Process for the preparation of 2,4,5-tribromopyrrole-3-carbonitrile
CA2007385A1 (en) Process for the optical resolution of dropropizine
CA2166061A1 (en) Novel Processes for Preparing (S)-4-Amino-Hepta-5,6-Dienoic Acid and Intermediates Thereof
IL73061A0 (en) Process for the preparation of the optical antipodes of tert-leucine
EP1247880A3 (en) Process for the preparation of glycine derivatives and use thereof
IT1255991B (en) Poly(meth)acrylic acids converted to imides and salts

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20130225