KR910004542A - 고리 아미노산의 제조방법 및 그 중간체 - Google Patents

고리 아미노산의 제조방법 및 그 중간체 Download PDF

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KR910004542A
KR910004542A KR1019900012974A KR900012974A KR910004542A KR 910004542 A KR910004542 A KR 910004542A KR 1019900012974 A KR1019900012974 A KR 1019900012974A KR 900012974 A KR900012974 A KR 900012974A KR 910004542 A KR910004542 A KR 910004542A
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South Korea
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compound
formula
general formula
acid derivative
amino acid
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KR1019900012974A
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KR0179657B1 (ko
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스타이너 클라우스
헤르만 볼프강
크로네 귄터
세퍼드 콤즈 찰즈
Original Assignee
티에이치, 슈베르트, 아이.만스만
괴덱케 악티엔게젤샤프트
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Publication of KR910004542A publication Critical patent/KR910004542A/ko
Priority to KR1019980032196A priority Critical patent/KR100192007B1/ko
Priority to KR1019980032195A priority patent/KR0179946B1/ko
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Publication of KR0179657B1 publication Critical patent/KR0179657B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
    • C07D201/02—Preparation of lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than 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
    • C07C227/22—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement
    • 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
    • C07C229/28—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 saturated and containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Peptides Or Proteins (AREA)
  • Detergent Compositions (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음.

Description

고리 아미노산의 제조방법 및 그 중간체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 다음 일반식(II)의 말론산 유도체를 알칼리 가수분해에 의하여 다음 일반식(III)의 시아노시클로 알킬 말론산 유도체로 전환시키고, 바로 또는 다음 일반식(IV)의 중간체를 경유하여 탈카르복실화시킨다음, 니트릴기를 촉매존재하에 수소화시키고, 그후 주생성물로서 또는 부산물로서 형성될 수 있는 다음 일반식(V)의 락탐을 가수분해에 의하여 다음 일반식(I)의 화합물 또는 그의 염으로 전환시키거나 일반식(I)로 얻어진 화합물로부터 분리한다음 가수분해시키는 것을 특징으로 하는 다음 일반식(I)의 고리 아미노산 유도체 및 약리적으로 허용되는 그의 염의 제조방법.
    상기 식에서 R은 탄소원자수 5개까지 함유하는 알킬라디칼이며 n은 1, 2, 또는 3임.
  2. 제1항에 있어서, 탈카르복실화반응을 용융물에서 수행하는 것을 특징으로하는 고리 아미노산 유도체의 제조방법.
  3. 제1항에 있어서, 탈카르복실화반응을 불활성 유기용매에서 수행하는 것을 특징으로 하는 고리 아미노산 유도체의 제조방법.
  4. 제1항에 있어서, 알칼리 가수분해를 알코올 용액에서 수행하는 것을 특징으로하는 고리 아미노산 유도체의 제조방법.
  5. 제1항에 있어서, 수소화반응을 알코올 용액내 50KPa의 상승압력 및 상온 -80℃의 온도에서 수행하는 것을 특징으로 하는 고리 아미노산 유도체의 제조방법.
  6. 제1항에 있어서, 수소화반응을 탈카르복실화반응후 및 분리공정단계로 수행하는 것을 특징으로하는 고리 아미노산 유도체의 제조방법.
  7. 제1하에 있어서, 수소화반응을 일반식(III)의 화합물로부터 출발하여 알코올 용액내 압력 1-50KPa 및 온도80℃이상에서 촉매존재하에 탈카르복실화반응 및 일반식(IV)의 중간체 회피와 함께 통상의 공정단계로 수행하며 따라서 상기 일반식(III)의 화합물을 바로 일반식(V)의 화합물로 전환시킨다음 제2공정단계로 가수분해시키는 것을 특징으로 하는 고리 아미노산 유도체의 제조방법.
  8. 제7항에 따른 최종 가수분해 단계가 생략된 것을 특징으로 하는 일반식(V)의 화합물의 제조방법.
  9. 니트릴기를 환원시키지 않는 조건하에 제1항에 따른 상기 일반식(III)의 화합물을 탈카르복실화 시키는 것을 특징으로 하는 일반식(IV)의 화합물의 제조방법.
  10. 제1항에 따른 상기 일반식(IV)의 화합물.
  11. 제10항에 있어서, 상기 일반식(IV)의 n이 2인 것을 특징으로하는 일반식(IV)의 화합물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900012974A 1989-08-25 1990-08-22 고리 아미노산의 제조방법 및 그 중간체 KR0179657B1 (ko)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1019980032196A KR100192007B1 (ko) 1989-08-25 1998-08-07 락탐 유도체의 제조방법
KR1019980032195A KR0179946B1 (ko) 1989-08-25 1998-08-07 시아노시클로알킬아세트산 유도체 및 그의 제조방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3928184.1 1989-08-25
DE3928184A DE3928184A1 (de) 1989-08-25 1989-08-25 Verfahren zur herstellung von cyclischen aminosaeurederivaten sowie zwischenprodukte

Related Child Applications (2)

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KR1019980032195A Division KR0179946B1 (ko) 1989-08-25 1998-08-07 시아노시클로알킬아세트산 유도체 및 그의 제조방법
KR1019980032196A Division KR100192007B1 (ko) 1989-08-25 1998-08-07 락탐 유도체의 제조방법

Publications (2)

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KR910004542A true KR910004542A (ko) 1991-03-28
KR0179657B1 KR0179657B1 (ko) 1999-05-15

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Application Number Title Priority Date Filing Date
KR1019900012974A KR0179657B1 (ko) 1989-08-25 1990-08-22 고리 아미노산의 제조방법 및 그 중간체
KR1019980032196A KR100192007B1 (ko) 1989-08-25 1998-08-07 락탐 유도체의 제조방법
KR1019980032195A KR0179946B1 (ko) 1989-08-25 1998-08-07 시아노시클로알킬아세트산 유도체 및 그의 제조방법

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Application Number Title Priority Date Filing Date
KR1019980032196A KR100192007B1 (ko) 1989-08-25 1998-08-07 락탐 유도체의 제조방법
KR1019980032195A KR0179946B1 (ko) 1989-08-25 1998-08-07 시아노시클로알킬아세트산 유도체 및 그의 제조방법

Country Status (14)

Country Link
US (1) US5068413A (ko)
EP (1) EP0414275B1 (ko)
JP (1) JP2839344B2 (ko)
KR (3) KR0179657B1 (ko)
AT (1) ATE98219T1 (ko)
DE (2) DE3928184A1 (ko)
DK (1) DK0414275T3 (ko)
ES (1) ES2059938T3 (ko)
FI (1) FI103506B (ko)
HU (1) HU208521B (ko)
IE (1) IE63922B1 (ko)
IL (1) IL95480A (ko)
MY (1) MY107319A (ko)
PT (1) PT95099B (ko)

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FI107914B (fi) * 1989-08-25 2001-10-31 Warner Lambert Co Parannettu menetelmä syklisten aminohappoyhdisteiden valmistamiseksi ja menetelmässä käytettävä välituote
NZ331143A (en) * 1996-03-14 2001-06-29 Warner Lambert Co Substituted cyclic amino acids as pharmaceutical agents
US6372792B1 (en) 1996-04-26 2002-04-16 Guy Chouinard Method for treating anxiety, anxiety disorders and insomnia
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AU9318398A (en) 1997-10-07 1999-04-27 Warner-Lambert Company Process for preparing a cyclic amino acid anticonvulsant compound
PL199500B1 (pl) * 1997-10-27 2008-09-30 Warner Lambert Co Cykliczne aminokwasy, kompozycja farmaceutyczna i zastosowanie cyklicznych aminokwasów
US6984659B2 (en) * 1997-11-18 2006-01-10 Klinikum Der Albert-Ludwigs Universitaet 2-pyrrolidinone derivatives substituted at position 4 for reducing the extracellular glutamate level
ES2137137B1 (es) * 1998-05-25 2000-08-16 Medichem Sa Nuevo polimorfo de gabapentina no hidratada, su procedimiento de obtencion y su utilizacion para la obtencion de gabapentina de calidad farmaceutica.
ITMI981535A1 (it) * 1998-07-03 2000-01-03 Zambon Spa Processo per la preparazione di gabapentina
IT1311984B1 (it) * 1999-03-26 2002-03-22 Bioindustria Lab Italiano Medi Procedimento per la preparzione di gabapentin.
AU2001268426A1 (en) 2000-06-16 2002-01-02 Teva Pharmaceutical Industries Ltd. Stable gabapentin containing more than 2o ppm of chlorine ion
IL153441A0 (en) * 2000-06-16 2003-07-06 Teva Pharma Stable gabapentin having ph within a controlled range
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US20070043236A1 (en) * 2003-05-19 2007-02-22 Chandiran Thakashina M Process for preparation of gabapentin
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US20050187295A1 (en) * 2004-02-19 2005-08-25 Surendra Kalyan Processes for the preparation of gabapentin
ITMI20040579A1 (it) * 2004-03-25 2004-06-25 Zambon Spa Processo di preparazione di gabapentina
CN100404504C (zh) * 2006-06-12 2008-07-23 浙江手心医药化学品有限公司 3，3-亚戊基丁内酰胺的制备方法
CN101484413B (zh) * 2006-06-30 2014-05-14 Zach系统股份公司 制备加巴喷丁的方法
CN101585778B (zh) * 2008-05-19 2014-08-13 上海臣邦医药科技有限公司 一种普瑞巴林制备方法
ITMI20131757A1 (it) 2013-10-22 2015-04-23 Zach System Spa Processo di preparazione di gabapentina
EP2923694B1 (en) 2014-03-27 2018-11-14 Sanovel Ilac Sanayi ve Ticaret A.S. Oral liquid pharmaceutical solution of gabapentin
CN107235850B (zh) * 2017-05-31 2019-07-26 浙江工业大学 利用1-氰基环己基乙酸直接合成加巴喷丁的方法
CN116606216A (zh) * 2023-04-10 2023-08-18 浙江手心制药有限公司 一种加巴喷丁的制备方法

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Also Published As

Publication number Publication date
DK0414275T3 (da) 1994-02-14
EP0414275A3 (en) 1991-05-15
PT95099A (pt) 1991-04-18
DE3928184A1 (de) 1991-02-28
DE59003771D1 (de) 1994-01-20
MY107319A (en) 1995-11-30
FI904204A0 (fi) 1990-08-24
EP0414275B1 (de) 1993-12-08
ATE98219T1 (de) 1993-12-15
IL95480A0 (en) 1991-06-30
EP0414275A2 (de) 1991-02-27
HU208521B (en) 1993-11-29
KR100192007B1 (ko) 1999-06-15
IE63922B1 (en) 1995-06-14
HU905333D0 (en) 1991-02-28
KR0179946B1 (ko) 1999-05-15
KR0179657B1 (ko) 1999-05-15
JPH0390054A (ja) 1991-04-16
FI103506B1 (fi) 1999-07-15
HUT54624A (en) 1991-03-28
IL95480A (en) 1995-06-29
IE903090A1 (en) 1991-02-27
ES2059938T3 (es) 1994-11-16
PT95099B (pt) 1997-04-30
FI103506B (fi) 1999-07-15
US5068413A (en) 1991-11-26
JP2839344B2 (ja) 1998-12-16

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