[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

KR970015583A - (S) -β-하이드록시-γ-부티로락톤의 제조방법 - Google Patents

(S) -β-하이드록시-γ-부티로락톤의 제조방법 Download PDF

Info

Publication number
KR970015583A
KR970015583A KR1019960029667A KR19960029667A KR970015583A KR 970015583 A KR970015583 A KR 970015583A KR 1019960029667 A KR1019960029667 A KR 1019960029667A KR 19960029667 A KR19960029667 A KR 19960029667A KR 970015583 A KR970015583 A KR 970015583A
Authority
KR
South Korea
Prior art keywords
hydroxy
butyrolactone
solvent
structural formula
following structural
Prior art date
Application number
KR1019960029667A
Other languages
English (en)
Other versions
KR100407645B1 (ko
Inventor
파비오 기아네씨
안젤리스 프란체스코 데
Original Assignee
알도 파시
시그마타우 인두스트리에 파르마슈티케 리우니테 에스. 페. 에이.
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 알도 파시, 시그마타우 인두스트리에 파르마슈티케 리우니테 에스. 페. 에이. filed Critical 알도 파시
Publication of KR970015583A publication Critical patent/KR970015583A/ko
Application granted granted Critical
Publication of KR100407645B1 publication Critical patent/KR100407645B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Seasonings (AREA)

Abstract

본 발명은 (S)-β-하이드록시-γ-부티로락톤의 제조방법에 관한 것으로서, 더욱 상세하기로는 라세미 혼합물의 분리방법에 의해 (R)-카르니틴을 제조하는 공정에서 얻어지는 값싼 폐부산물을 사용하고 몇몇 유기합성공정을 이용하여 광범위한 중간체 화합물로 사용되고 있는 (S)-β-하이드록시-γ-부티로락톤을 제조하는 방법에 관한 것이다.

Description

(S)-β-하이드록시-γ-부티로락톤의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. 다음 반응식에 의해 (S)-카르니틴을 직접 전환시켜 다음 구조식(Ⅰ)로 표시되는 (S)-β-하이드록시-γ부티로락톤의 제조하되 (S)-카르니틴 내부염을 불활성용매에 녹인 다음, 반응용액을 100~190℃에서 0.5~5시간 방치한 후, 감압증류시키는 것을 특징으로 하는 다음 구조식(Ⅰ)로 표시되는 (S)-β-하이드록시-γ-부티로락톤의 제조방법.
  2. 다음 반응식에 의해 (S)-카르니틴을 직접 전환시켜 다음 구조식(Ⅰ)로 표시되는 (S)-β-하이드록시-γ-부티로락톤을 제조하되 (S)-카르니틴염과 동물량(equimolar amount)의 염기를 불활성용매에 녹인 다음, 반응용액을 100~190℃에서 0.5~5시간 후, 감압증류시키는 것을 특징으로 하는 다음 구조식(Ⅰ)로 표시되는 (S)-β-하이드록시-γ-부티로락톤의 제조방법.
    상기 식에서 X-는 특정 음이온이다.
  3. 제2항에 있어서, 상기 염기(base)로는 NaHCO3, NaOH 및 Et3N 중에서 선택된 것을 사용하는 것을 특징으로 하는 (S)-β-하이드록시-γ-부티로락톤의 제조방법.
  4. 제1항 또는 제2항에 있어서, 상기 용매로는 DMSO 및 DMF 중에서 선택된 비양성자성의 이중극성용매(anaprotic dipolar solvent)를 사용하는 것을 특징으로 하는 (S)-β-하이드록시-γ-부티로락톤의 제조방법.
  5. 제1항 또는 제2항에 있어서, 상기 용매로서 CH3CN/H2O 혼합용매를 사용하고, 80℃ 내지 용액의 환류온도에서 1~7일동안 반응시키는 것을 특징으로 하는 (S)-β-하이드록시-γ-부티로락톤의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960029667A 1995-09-29 1996-07-23 (S)-β-하이드록시-γ-부티로락톤의제조방법 KR100407645B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ITRM95A000652 1995-09-29
IT95RM000652A IT1276207B1 (it) 1995-09-29 1995-09-29 Procedimento per la preparazione del (s)-b-idrossi-gamma- butirrolattone

Publications (2)

Publication Number Publication Date
KR970015583A true KR970015583A (ko) 1997-04-28
KR100407645B1 KR100407645B1 (ko) 2004-03-18

Family

ID=11403592

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019960029667A KR100407645B1 (ko) 1995-09-29 1996-07-23 (S)-β-하이드록시-γ-부티로락톤의제조방법

Country Status (12)

Country Link
US (1) US5714619A (ko)
EP (1) EP0765876B1 (ko)
JP (1) JP4012588B2 (ko)
KR (1) KR100407645B1 (ko)
AT (1) ATE174333T1 (ko)
CA (1) CA2181012A1 (ko)
DE (1) DE69601116T2 (ko)
DK (1) DK0765876T3 (ko)
ES (1) ES2126969T3 (ko)
GR (1) GR3029537T3 (ko)
IT (1) IT1276207B1 (ko)
ZA (1) ZA968127B (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20000065995A (ko) * 1999-04-12 2000-11-15 박영구 키랄 3-히드록시-γ-부티로락톤의 제조방법

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1297120B1 (it) * 1997-12-16 1999-08-03 Sigma Tau Ind Farmaceuti Procedimento per la produzione di (r)-3-idrossi-4-butirrolattone utile nella preparazione della (r)-carnitina
US7183423B1 (en) 1998-12-11 2007-02-27 Daicel Chemical Industries, Ltd. Process for the preparation of organic compounds with imide catalysts
CN104961711B (zh) * 2015-07-23 2017-03-08 沧州那瑞化学科技有限公司 （s）‑3‑羟基四氢呋喃和（r）‑3‑羟基四氢呋喃的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3087325B2 (ja) * 1991-02-21 2000-09-11 チッソ株式会社 光学活性化合物とその製造法
IT1256705B (it) * 1992-12-21 1995-12-12 Sigma Tau Ind Farmaceuti Procedimento per la preparazione di l-(-)-carnitina a partire da un prodotto di scarto avente opposta configurazione.
IT1261230B (it) * 1993-04-08 1996-05-09 Sigma Tau Ind Farmaceuti Procedimento migliorato per la preparazione di l-(-)-carnitina a partire da suoi precursori aventi opposta configurazione.
IT1261231B (it) * 1993-04-08 1996-05-09 Sigma Tau Ind Farmaceuti Procedimento migliorato per la preparazione di l-(-)-carnitina a partire da un prodotto di scarto avente opposta configurazione.
IT1261489B (it) * 1993-07-29 1996-05-23 Sigma Tau Ind Farmaceuti Procedimento per la produzione di r amminocarnitina e s amminocarnitina.
US5473104A (en) * 1994-09-13 1995-12-05 Neurocrine Biosciences, Inc. Process for the preparation of L-carnitine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20000065995A (ko) * 1999-04-12 2000-11-15 박영구 키랄 3-히드록시-γ-부티로락톤의 제조방법

Also Published As

Publication number Publication date
DE69601116T2 (de) 1999-05-06
EP0765876A1 (en) 1997-04-02
GR3029537T3 (en) 1999-06-30
JP4012588B2 (ja) 2007-11-21
DE69601116D1 (de) 1999-01-21
US5714619A (en) 1998-02-03
JPH09110851A (ja) 1997-04-28
KR100407645B1 (ko) 2004-03-18
ITRM950652A1 (it) 1997-03-29
ZA968127B (en) 1997-04-21
ATE174333T1 (de) 1998-12-15
DK0765876T3 (da) 1999-08-16
IT1276207B1 (it) 1997-10-27
ES2126969T3 (es) 1999-04-01
ITRM950652A0 (ko) 1995-09-29
EP0765876B1 (en) 1998-12-09
CA2181012A1 (en) 1997-03-30

Similar Documents

Publication Publication Date Title
KR920701104A (ko) α, β-불포화 케톤의 제조방법
KR860003215A (ko) 4-페닐피롤 유도체의 제조방법
KR960034176A (ko) ε-카프로락탐 및 ε-카프로락탐 전구체의 제조방법
KR890011904A (ko) 안드로스타-1,4, -디엔-3,17-디온의 6-메틸렌 유도체 합성방법
KR970015583A (ko) (S) -β-하이드록시-γ-부티로락톤의 제조방법
KR970701688A (ko) 에폭사이드로부터 시스-1-아미노-2-알칸올을 제조하는 부분특이적 방법 (Regiospecific process to make cis-1-amino-2-alkanol from epoxide)
KR100362706B1 (ko) 인듐을 이용하여 니트로기를 아민기로 환원시키는 방법
EP0110202B1 (de) Verfahren zur Herstellung von Phenylethanolaminen
ES483249A1 (es) Procedimiento para la obtencion de diciclopentilen(2,2'-bis (4-alquil-6-t-butilfenoles).
JPH03261741A (ja) ４―フェニル―３―ブテン―２―オンの製造法
KR930009994A (ko) 3-펜옥시-1-아제티딘카복스아미드를 합성하는 우레아융합법
JPH0753483A (ja) アミノプロピオン酸エステル誘導体の製法
ATE129231T1 (de) Verfahren zur herstellung von optisch aktiven norbornylaminderivaten.
KR960700232A (ko) 신규시클로프로필유도체, 그 제조방법 및 용도(new cyclopropyl deri vatives, preparation method thereof and applications)
KR870011102A (ko) 치환된 안트라〔1,9-cd〕피라졸-6(2H)-온 제조의 개선된 방법
Datta et al. Chiral β-C-lithiated β-alkoxy acrylates: Efficient synthons for highly functionalized cyclopentenones
HU201909B (en) New process for producing substituted guanyl-thio-ureas
CN117658866A (zh) 一种叠氮氨基酸衍生物的合成方法
JP3079263B1 (ja) オキソ化合物の製造方法
ATE155125T1 (de) Herstellung von dobutamin verbindungen
KR980002059A (ko) 실릴알킬화 페로센 유도체 및 그들의 제조방법
KR960017633A (ko) 4-아미노페닐-2-아세톡시에틸설폰의 제조방법
EP0619294A4 (en) PROCESS FOR THE PRODUCTION OF 1-PHENOXY-2-AMINOPROPANE.
LU86785A1 (fr) Procede de preparation d'encainide
KR940014361A (ko) 4,5-디클로로-2-메틸-4-이소티아졸린-3-온의 제조방법

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20061113

Year of fee payment: 4

LAPS Lapse due to unpaid annual fee