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HUP9802504A2 - Eljárás S-3-(amino-metil)-5-metil-hexánsav előállítására és közbenső termékek - Google Patents

Eljárás S-3-(amino-metil)-5-metil-hexánsav előállítására és közbenső termékek

Info

Publication number
HUP9802504A2
HUP9802504A2 HU9802504A HUP9802504A HUP9802504A2 HU P9802504 A2 HUP9802504 A2 HU P9802504A2 HU 9802504 A HU9802504 A HU 9802504A HU P9802504 A HUP9802504 A HU P9802504A HU P9802504 A2 HUP9802504 A2 HU P9802504A2
Authority
HU
Hungary
Prior art keywords
compound
general formula
reacted
methylhexanoic acid
resulting
Prior art date
Application number
HU9802504A
Other languages
English (en)
Inventor
Todd Michel Grote
Brian Keith Huckabee
Thomas Mulhern
Denis Martin Sobieray
Robert Daniel Titus
Original Assignee
Warner-Lambert Company
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 Warner-Lambert Company filed Critical Warner-Lambert Company
Publication of HUP9802504A2 publication Critical patent/HUP9802504A2/hu
Publication of HUP9802504A3 publication Critical patent/HUP9802504A3/hu
Publication of HU228194B1 publication Critical patent/HU228194B1/hu

Links

Classifications

    • 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
    • C07C227/34—Preparation of optical isomers by separation of optical isomers
    • 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
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/10—Formation of amino groups in compounds containing carboxyl groups with simultaneously increasing the number of carbon atoms in the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • 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
    • C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
    • 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
    • C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
    • C07C255/22—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton containing cyano groups and at least two carboxyl groups bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Seasonings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A találmány tárgya eljárás a görcsőldó hatású ()-3-(aminő-metil)-5-metil-hexánsav izőbűtil-GABA) előállítására, melynek sőránizővaleraldehidet (II) általánős képletű vegyülettel reagáltatnak, ésígy (III) általánős képletű vegyületet nyernek, majd ezt cianidfőrrásreagenssel reagáltatják, és (IV) általánős képletű vegyületet nyernek,ezt követően a kapőtt vegyületet (V) általánős képletű vegyülettéalakítják át dekarbőxilezési reakcióval, majd az (V) általánős képletűvegyületet alkálifém- vagy alkáli-földfém-hidrőxiddal hidrőlizálják,és a kapőtt alkálifém- vagy alkáli-földfém-karbőxilát vegyületethidrőgénezik, és így ()-3-(aminő-metil)-5-metil-hexánsavat nyernek,ahől az általánős képletben R1 és R2 jelentése azőnős vagy eltérő, és lehet hidrőgénatőm, 1-6 szénatőmősalkilcsőpőrt, arilcsőpőrt, benzilcsőpőrt vagy 3-6 szénatőmősciklőalkilcsőpőrt. A találmány tárgya tővábbá ()-3-(aminő-metil)-5-metil-hexánsavelőállítására, melynek sőrán izővaleraldehidet és a (II) általánősképletű vegyületet cianidfőrrás reagenssel reagáltatják, majd a kapőtt(III) általánős képletű vegyületet cianidfőrrás reagensselreagáltatják, és a kapőtt (IV) általánős képletű vegyületetdekarbőxilezési reakcióban reagáltatják, végül a kapőtt alkálifém-vagy alkáli-földfém-karbőxilát-só vegyületet hidrőgénezik, és így ()-3-(aminő-metil)-5-metil-hexánsa-vat állítanak elő. A találmány tárgyát képezik a (IV) általánős képletű intermedierek is. ŕ
HU9802504A 1995-06-07 1996-05-13 Racemic 3-(aminomethyl)-5-methylhexanoic acid and it's intermediates and process for production thereof HU228194B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/474,874 US5637767A (en) 1995-06-07 1995-06-07 Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid
PCT/US1996/006819 WO1996040617A1 (en) 1995-06-07 1996-05-13 Method of making (s)-3-(aminomethyl)-5-methylhexanoic acid

Publications (3)

Publication Number Publication Date
HUP9802504A2 true HUP9802504A2 (hu) 1999-02-01
HUP9802504A3 HUP9802504A3 (en) 2000-06-28
HU228194B1 HU228194B1 (en) 2013-01-28

Family

ID=23885291

Family Applications (2)

Application Number Title Priority Date Filing Date
HU0500934A HU229957B1 (hu) 1995-06-07 1996-05-13 Eljárás S-3-(amino-metil)-5-metil-hexánsav előállítására (+-)-3-(amino-metil)-5-metil-hexánsav reszolválásával
HU9802504A HU228194B1 (en) 1995-06-07 1996-05-13 Racemic 3-(aminomethyl)-5-methylhexanoic acid and it's intermediates and process for production thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
HU0500934A HU229957B1 (hu) 1995-06-07 1996-05-13 Eljárás S-3-(amino-metil)-5-metil-hexánsav előállítására (+-)-3-(amino-metil)-5-metil-hexánsav reszolválásával

Country Status (18)

Country Link
US (4) US5637767A (hu)
EP (1) EP0830338B1 (hu)
JP (1) JP3874306B2 (hu)
AT (1) ATE210628T1 (hu)
CA (1) CA2219150C (hu)
CZ (2) CZ291147B6 (hu)
DE (1) DE69617948T2 (hu)
DK (1) DK0830338T3 (hu)
EE (1) EE04053B1 (hu)
ES (1) ES2170231T3 (hu)
GE (1) GEP19991870B (hu)
HU (2) HU229957B1 (hu)
NZ (2) NZ308319A (hu)
PL (3) PL185557B1 (hu)
PT (1) PT830338E (hu)
SI (1) SI0830338T1 (hu)
SK (2) SK282865B6 (hu)
WO (1) WO1996040617A1 (hu)

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Publication number Publication date
US20010016665A1 (en) 2001-08-23
SK282865B6 (sk) 2003-01-09
US5637767A (en) 1997-06-10
SI0830338T1 (en) 2002-04-30
PT830338E (pt) 2002-04-29
AU700091B2 (en) 1998-12-24
ES2170231T3 (es) 2002-08-01
US6046353A (en) 2000-04-04
EE9700320A (et) 1998-06-15
CZ296895B6 (cs) 2006-07-12
US5840956A (en) 1998-11-24
ATE210628T1 (de) 2001-12-15
HU229957B1 (hu) 2015-03-30
GEP19991870B (en) 1999-12-06
PL185557B1 (pl) 2003-06-30
DK0830338T3 (da) 2002-04-02
SK283507B6 (sk) 2003-08-05
HU0500934D0 (en) 2005-12-28
NZ501628A (en) 2001-09-28
CZ291147B6 (cs) 2002-12-11
EE04053B1 (et) 2003-06-16
WO1996040617A1 (en) 1996-12-19
HU228194B1 (en) 2013-01-28
PL185560B1 (pl) 2003-06-30
CA2219150C (en) 2008-11-18
EP0830338B1 (en) 2001-12-12
AU5792196A (en) 1996-12-30
EP0830338A1 (en) 1998-03-25
DE69617948D1 (de) 2002-01-24
CA2219150A1 (en) 1996-12-19
JP3874306B2 (ja) 2007-01-31
MX9708652A (es) 1998-06-30
DE69617948T2 (de) 2002-06-13
HUP9802504A3 (en) 2000-06-28
PL185425B1 (pl) 2003-05-30
JPH11506726A (ja) 1999-06-15
SK164597A3 (en) 1998-05-06
NZ308319A (en) 2000-02-28
PL323795A1 (en) 1998-04-27
CZ384697A3 (cs) 1998-03-18

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