ES2183587T3 - Procedimiento continuo para la preparacion de derivados de acido (s) -3-4-dihidroxibutirico opticamente puros.. - Google Patents

Procedimiento continuo para la preparacion de derivados de acido (s) -3-4-dihidroxibutirico opticamente puros..

Info

Publication number
ES2183587T3
ES2183587T3 ES99935131T ES99935131T ES2183587T3 ES 2183587 T3 ES2183587 T3 ES 2183587T3 ES 99935131 T ES99935131 T ES 99935131T ES 99935131 T ES99935131 T ES 99935131T ES 2183587 T3 ES2183587 T3 ES 2183587T3
Authority
ES
Spain
Prior art keywords
formula
alpha
expressed
amylase
optically pure
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.)
Expired - Lifetime
Application number
ES99935131T
Other languages
English (en)
Inventor
Kyoungrok Roh
Jongpil Chun
Yik-Haeng Cho
Youngmi Park
Hosung Yu
Daeil Hwang
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.)
Lotte Fine Chemical Co Ltd
Original Assignee
Samsung Fine Chemicals Co Ltd
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 Samsung Fine Chemicals Co Ltd filed Critical Samsung Fine Chemicals Co Ltd
Application granted granted Critical
Publication of ES2183587T3 publication Critical patent/ES2183587T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/22—Preparation of compounds containing saccharide radicals produced by the action of a beta-amylase, e.g. maltose
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/42—Hydroxy-carboxylic acids
    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04M—TELEPHONIC COMMUNICATION
    • H04M1/00—Substation equipment, e.g. for use by subscribers
    • H04M1/02—Constructional features of telephone sets
    • H04M1/04—Supports for telephone transmitters or receivers
    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04M—TELEPHONIC COMMUNICATION
    • H04M1/00—Substation equipment, e.g. for use by subscribers
    • H04M1/60—Substation equipment, e.g. for use by subscribers including speech amplifiers
    • H04M1/6033—Substation equipment, e.g. for use by subscribers including speech amplifiers for providing handsfree use or a loudspeaker mode in telephone sets
    • H04M1/6041—Portable telephones adapted for handsfree use
    • H04M1/6058—Portable telephones adapted for handsfree use involving the use of a headset accessory device connected to the portable telephone
    • H04M1/6066—Portable telephones adapted for handsfree use involving the use of a headset accessory device connected to the portable telephone including a wireless connection
    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04M—TELEPHONIC COMMUNICATION
    • H04M19/00—Current supply arrangements for telephone systems
    • H04M19/02—Current supply arrangements for telephone systems providing ringing current or supervisory tones, e.g. dialling tone or busy tone
    • H04M19/04—Current supply arrangements for telephone systems providing ringing current or supervisory tones, e.g. dialling tone or busy tone the ringing-current being generated at the substations
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Signal Processing (AREA)
  • Computer Networks & Wireless Communication (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Furan Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

Un procedimiento para producir derivados de ácido (S)-3,4-dihidroxibutírico ópticamente puros expresado por la **fórmula** a partir de fuente polisacárida, que comprende las etapas siguientes: (a) reacción enzimática, utilizando enzimas específicas para la degradación secuencial, de amilopectina a oligosa cárido con enlace alfa-(1,4) expresado por la fórmula 2; en donde dicha reacción enzimática utiliza alfa-amilasa y pululanasa de forma secuencial de modo que la amilo- pectina se degrade mediante alfa-amilasa y se inactive la alfa-amilasa restante antes de la introducción de pululanasa (b) oxidación del oligosacárido, mediante actuación de la resina de intercambio de aniones básica con un oxidante para dar el ácido (S)-3,4-dihidroxibutí rico expresado por la fórmula 3; y (c) esterificación subsiguiente con alcohol en presencia de un catalizador de ácido para dar éster de ácido (S)-3,4-dihidroxibutírico expresado por la fórmula 1 en donde, M representa hidrógeno, átomo de metal alcalinoo de metal alcalinotérreo; R representa grupo de alquilo lineal o ramificado con 1-5 carbonos.
ES99935131T 1998-07-24 1999-07-23 Procedimiento continuo para la preparacion de derivados de acido (s) -3-4-dihidroxibutirico opticamente puros.. Expired - Lifetime ES2183587T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR19980029912 1998-07-24

Publications (1)

Publication Number Publication Date
ES2183587T3 true ES2183587T3 (es) 2003-03-16

Family

ID=19545119

Family Applications (4)

Application Number Title Priority Date Filing Date
ES99935128T Expired - Lifetime ES2183585T3 (es) 1998-07-24 1999-07-23 Procedimiento para la preparacion de derivados de (s) -3-4-dihidroxibutirico opticamente puros.
ES99935127T Expired - Lifetime ES2183584T3 (es) 1998-07-24 1999-07-23 Procedimiento para la preparacion de (s) -3-hidroxi-gamma-butirolactona opticamente pura.
ES99935130T Expired - Lifetime ES2183586T3 (es) 1998-07-24 1999-07-23 Procedimiento continuo para la preparacion de (s) -3- hidroxi- gamma- butirolactona opticamente pura.
ES99935131T Expired - Lifetime ES2183587T3 (es) 1998-07-24 1999-07-23 Procedimiento continuo para la preparacion de derivados de acido (s) -3-4-dihidroxibutirico opticamente puros..

Family Applications Before (3)

Application Number Title Priority Date Filing Date
ES99935128T Expired - Lifetime ES2183585T3 (es) 1998-07-24 1999-07-23 Procedimiento para la preparacion de derivados de (s) -3-4-dihidroxibutirico opticamente puros.
ES99935127T Expired - Lifetime ES2183584T3 (es) 1998-07-24 1999-07-23 Procedimiento para la preparacion de (s) -3-hidroxi-gamma-butirolactona opticamente pura.
ES99935130T Expired - Lifetime ES2183586T3 (es) 1998-07-24 1999-07-23 Procedimiento continuo para la preparacion de (s) -3- hidroxi- gamma- butirolactona opticamente pura.

Country Status (10)

Country Link
US (4) US6251642B1 (es)
EP (5) EP1100954B1 (es)
JP (5) JP3614366B2 (es)
KR (5) KR100308524B1 (es)
CN (5) CN1166782C (es)
AU (5) AU5067999A (es)
CA (5) CA2338756A1 (es)
DE (4) DE69903443T2 (es)
ES (4) ES2183585T3 (es)
WO (5) WO2000005400A1 (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2338756A1 (en) * 1998-07-24 2000-02-03 Samsung Fine Chemicals Co., Ltd. Continuous process for preparing optically pure (s)-3-hydroxy-gama-butyrolactone
US6713290B2 (en) * 1998-07-24 2004-03-30 Samsung Fine Chemicals Co., Ltd. Process for preparing optically pure (S)-3-hydroxy-γ-butyrolactone
US6239311B1 (en) * 2000-04-24 2001-05-29 Board Of Trustees Operating Michigan State University Process for the preparation of 3,4-dihydroxybutanoic acid and salts and lactones derived therefrom
KR100645665B1 (ko) * 2000-07-27 2006-11-13 에스케이 주식회사 (ｓ)-베타-하이드록시-감마-부티로락톤의 연속 제조방법
FR2819123B1 (fr) * 2000-12-29 2003-04-11 St Microelectronics Sa Pompe de charge a faible bruit pour boucle a verrouillage de phase
JP4824874B2 (ja) * 2001-07-19 2011-11-30 高砂香料工業株式会社 光学活性γ−ブチロラクトンの製造方法
DE60226518D1 (de) * 2002-09-18 2008-06-19 Sk Holdings Co Ltd Kontinuierliches verfahren zur herstellung von optisch reinem (s)-beta hydroxy- gamma-butyrolacton
US6713639B1 (en) 2002-10-28 2004-03-30 Council Of Scientific And Industrial Research Process for preparing enantiomerically pure (S)-3-hydroxy-gamma-butyrolactone
JP4545487B2 (ja) * 2004-05-28 2010-09-15 イハラケミカル工業株式会社 アニリド化合物の製造方法
KR100590857B1 (ko) 2005-02-05 2006-06-19 엔자이텍 주식회사 양이온교환수지를 이용한 3-히드록시-감마-부티로락톤의 제조 방법
US20090104669A1 (en) * 2006-03-02 2009-04-23 Oh-Jin Park Method for Preparing (S)-3-Hydroxy-Gamma-Butyrolactone Using Hydrolase
JP2008162902A (ja) * 2006-12-27 2008-07-17 Central Glass Co Ltd ジフルオロ酢酸エステルの製造方法
AU2009329806A1 (en) 2008-12-22 2010-07-01 The University Of Queensland Patch production
CN105669423B (zh) * 2016-01-08 2018-06-29 江西科技师范大学 4-(4-(苯甲氧基)苯基)-2-羟基丁酸的两种对映异构体的新合成方法

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US3791865A (en) 1969-05-12 1974-02-12 Staley Mfg Co A E High maltose syrups
US3986890A (en) * 1972-02-21 1976-10-19 Akademie Der Wissenschaften Der Ddr Method of producing starch hydrolysis products for use as food additives
US3922200A (en) 1974-03-18 1975-11-25 Cpc International Inc Enzymatic hydrolysis of granular starch
US4138484A (en) 1976-08-16 1979-02-06 Nelson Research & Development Company Method for treating schizophrenia and method and composition for potentiating neuroleptic drugs
AT362526B (de) * 1977-09-13 1981-05-25 Boehringer Mannheim Gmbh Verfahren und reagens zur bestimmung von alpha- -amylase
US4447532A (en) 1982-04-29 1984-05-08 H. J. Heinz Company Process for the manufacture of low D.E. maltodextrins
US4612284A (en) 1984-09-28 1986-09-16 A. E. Staley Manufacturing Company Process for the enzymatic hydrolysis of non-gelatinized granular starch material directly to glucose
US4963479A (en) * 1986-10-07 1990-10-16 Hoechst Celanese Corporation Reagent system for an alpha-amylase assay containing aromatic substituted glycoside
JPS6413069A (en) 1987-07-03 1989-01-17 Shiseido Co Ltd Optically active mono-beta-lactam ring derivative and production thereof
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JPH04121197A (ja) * 1990-09-11 1992-04-22 Shin Etsu Chem Co Ltd マルトオリゴ糖の製造方法
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JP3030073B2 (ja) 1990-10-11 2000-04-10 コベルコ健機株式会社 ホイールクレーン
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CA2049536C (en) 1991-05-13 1999-07-06 Rawle I. Hollingsworth Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof
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US5808107A (en) * 1997-10-31 1998-09-15 Board Of Trustees Operating Michigan State University Process for the preparation of hydroxy substituted gamma butyrolactones
CA2338756A1 (en) * 1998-07-24 2000-02-03 Samsung Fine Chemicals Co., Ltd. Continuous process for preparing optically pure (s)-3-hydroxy-gama-butyrolactone

Also Published As

Publication number Publication date
DE69903443D1 (de) 2002-11-14
JP3364482B2 (ja) 2003-01-08
CN1166781C (zh) 2004-09-15
US6251642B1 (en) 2001-06-26
CA2338527A1 (en) 2000-02-03
CN1316010A (zh) 2001-10-03
DE69903444T2 (de) 2003-07-10
CN1166782C (zh) 2004-09-15
CN1160468C (zh) 2004-08-04
KR100324475B1 (ko) 2002-02-27
CN1316011A (zh) 2001-10-03
CA2338752A1 (en) 2000-02-03
AU5067799A (en) 2000-02-14
KR20000011938A (ko) 2000-02-25
WO2000005402A1 (en) 2000-02-03
US6124122A (en) 2000-09-26
AU5068099A (en) 2000-02-14
EP1100953A1 (en) 2001-05-23
WO2000005399A1 (en) 2000-02-03
DE69903444D1 (de) 2002-11-14
KR20000011939A (ko) 2000-02-25
EP1100952B1 (en) 2002-10-09
DE69903442D1 (de) 2002-11-14
JP2002521033A (ja) 2002-07-16
WO2000005400A1 (en) 2000-02-03
DE69903441T2 (de) 2003-08-14
AU5067899A (en) 2000-02-14
WO2000005401A1 (en) 2000-02-03
KR100308524B1 (ko) 2001-09-26
KR100324476B1 (ko) 2002-02-27
AU5067999A (en) 2000-02-14
KR20000011942A (ko) 2000-02-25
WO2000005398A1 (en) 2000-02-03
EP1100951A1 (en) 2001-05-23
JP2002521031A (ja) 2002-07-16
CA2338757A1 (en) 2000-02-03
EP1100952A1 (en) 2001-05-23
EP1100948A1 (en) 2001-05-23
JP2002521395A (ja) 2002-07-16
EP1100951B1 (en) 2002-10-09
EP1100953B1 (en) 2002-10-09
JP3512741B2 (ja) 2004-03-31
ES2183586T3 (es) 2003-03-16
CN1316012A (zh) 2001-10-03
JP2002521394A (ja) 2002-07-16
JP3614367B2 (ja) 2005-01-26
US6288272B1 (en) 2001-09-11
EP1100954B1 (en) 2002-10-09
CN1316013A (zh) 2001-10-03
CA2338755A1 (en) 2000-02-03
ES2183584T3 (es) 2003-03-16
JP3614366B2 (ja) 2005-01-26
JP2002521032A (ja) 2002-07-16
KR20000011941A (ko) 2000-02-25
US6221639B1 (en) 2001-04-24
DE69903443T2 (de) 2003-06-18
EP1100954A1 (en) 2001-05-23
CA2338756A1 (en) 2000-02-03
KR100310935B1 (ko) 2001-10-18
CN1316008A (zh) 2001-10-03
CN1144878C (zh) 2004-04-07
ES2183585T3 (es) 2003-03-16
DE69903441D1 (de) 2002-11-14
AU5067699A (en) 2000-02-14
KR20000011940A (ko) 2000-02-25
DE69903442T2 (de) 2003-06-18

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