[go: up one dir, main page]

WO2003037855A1 - Process for producing thiocarboxylic acid or salt thereof, method of determining optical purity of these, and tetrahydrofuranthiocarboxylic acid or derivative thereof - Google Patents

Process for producing thiocarboxylic acid or salt thereof, method of determining optical purity of these, and tetrahydrofuranthiocarboxylic acid or derivative thereof Download PDF

Info

Publication number
WO2003037855A1
WO2003037855A1 PCT/JP2002/011342 JP0211342W WO03037855A1 WO 2003037855 A1 WO2003037855 A1 WO 2003037855A1 JP 0211342 W JP0211342 W JP 0211342W WO 03037855 A1 WO03037855 A1 WO 03037855A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
tetrahydrofuranthiocarboxylic
thiocarboxylic
salt
thiocarboxylic 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.)
Ceased
Application number
PCT/JP2002/011342
Other languages
French (fr)
Japanese (ja)
Inventor
Mamoru Ishikawa
Kazuaki Nishimura
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.)
Toray Industries Inc
Original Assignee
Toray Industries Inc
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 Toray Industries Inc filed Critical Toray Industries Inc
Publication of WO2003037855A1 publication Critical patent/WO2003037855A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/02—Monothiocarboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A high-purity thiocarboxylic acid or a salt thereof can be obtained by: reacting an acid halide or acid anhydride with a metal salt of hydrogen sulfide in the presence of a base; and/or adding an organic solvent having a relative permittivity at 20°C of 4.0 or lower to a mixture of a thiocarboxylic acid, the corresponding carboxylic acid, and water and extracting the thiocarboxylic acid selectively into the organic solvent; and/or adding a base to a mixture of a thiocarboxylic acid and the corresponding carboxylic acid and conducting crystallization/separation by filtration. This method is especially suitable when the thiocarboxylic acid is tetrahydrofuranthiocarboxylic acid. An optically active tetrahydrofuranthiocarboxylic acid is converted to an alkyl ester and this ester is analyzed by chromatography with an optically active column. Thus, the optical purity of the optically active tetrahydrofuranthiocarboxylic acid can be determined with satisfactory precision.
PCT/JP2002/011342 2001-11-02 2002-10-31 Process for producing thiocarboxylic acid or salt thereof, method of determining optical purity of these, and tetrahydrofuranthiocarboxylic acid or derivative thereof Ceased WO2003037855A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2001/337733 2001-11-02
JP2001337733 2001-11-02
JP2001346079 2001-11-12
JP2001/346079 2001-11-12

Publications (1)

Publication Number Publication Date
WO2003037855A1 true WO2003037855A1 (en) 2003-05-08

Family

ID=26624312

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2002/011342 Ceased WO2003037855A1 (en) 2001-11-02 2002-10-31 Process for producing thiocarboxylic acid or salt thereof, method of determining optical purity of these, and tetrahydrofuranthiocarboxylic acid or derivative thereof

Country Status (1)

Country Link
WO (1) WO2003037855A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7935837B2 (en) * 2008-04-30 2011-05-03 Corum Inc. Process for synthesis of androstane 17-β carbothioic acid and relative compounds thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4000173A (en) * 1971-05-06 1976-12-28 Bayer Aktiengesellschaft 3-aryl-2-halothiopropionic acid s-esters
US4233060A (en) * 1977-11-24 1980-11-11 Ciba-Geigy Corporation α-Phenoxy-thiolpropionic acids
JPH05249093A (en) * 1992-03-04 1993-09-28 Daicel Chem Ind Ltd Column for liquid chromatography
EP0563878A2 (en) * 1992-03-30 1993-10-06 Suntory Limited Process for producing 4-substituted azetidinone derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4000173A (en) * 1971-05-06 1976-12-28 Bayer Aktiengesellschaft 3-aryl-2-halothiopropionic acid s-esters
US4233060A (en) * 1977-11-24 1980-11-11 Ciba-Geigy Corporation α-Phenoxy-thiolpropionic acids
JPH05249093A (en) * 1992-03-04 1993-09-28 Daicel Chem Ind Ltd Column for liquid chromatography
EP0563878A2 (en) * 1992-03-30 1993-10-06 Suntory Limited Process for producing 4-substituted azetidinone derivatives

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
1962, KYORITSU SHUPPAN CO. LTD., article "Kagaku daijiten 5", pages: 809, XP002963748 *
BARRETT ANTHONY G.M. ET AL.: "Stereoselective syntheses of S-phenyl tetrahydrofuran-2-thiocarboxylate and tetrahydropyran-2-thiocarboxylate derivatives using (phenylthio) nitromethane", JOURNAL OF ORGANIC CHEMISTRY, vol. 54, no. 19, 1989, pages 4723 - 4726, XP002963751 *
KHUMTAVEEPORN KANJAI ET AL.: "Regioselective carbonyl insertion reactions with alpha-substituted heterocycles", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, vol. 9, 1995, pages 917 - 918, XP002963750 *
SKURKO M.R. ET AL.: "Proton acceptor properties of carbonyl-containing derivatives of tetrahydro-2-furoic acid", IZVESTIYA AKADEMII NAUK SSSR, SERIYA KHIMICHESKAYA, vol. 9, 1982, pages 2034 - 2037, XP002963749 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7935837B2 (en) * 2008-04-30 2011-05-03 Corum Inc. Process for synthesis of androstane 17-β carbothioic acid and relative compounds thereof

Similar Documents

Publication Publication Date Title
Ward et al. A simple method for the microscale preparation of Mosher's acid chloride
CA2436323A1 (en) Process for preparing clopidogrel
EP1024137B1 (en) Resolution of amines
US20100179319A1 (en) Process for production of optically active mirtazapine
Desbene et al. Separation of biotin and its analogs by high-performance liquid chromatography: convenient labeling for ultraviolet or fluorimetric detection
US5189177A (en) Chiral boron catalysts for reduction of ketones and process for their preparation
ES2169483T3 (en) PREPARATION PROCESS OF ESTERES DE CINAMICO ACID.
WO2003037855A1 (en) Process for producing thiocarboxylic acid or salt thereof, method of determining optical purity of these, and tetrahydrofuranthiocarboxylic acid or derivative thereof
DK219288D0 (en) METHOD OF REDUCING CARBOXYL ACID ESTERS
PL288790A1 (en) Method of obtaining 6-alpha-aminocylpenicillins and 7-alpha-aminoacyldeacetoxycephalosporins as well as method of obtaining mixed carboxylic acid anhydride
IE780467L (en) Optically active 2-arylpropionic acids
US5264585A (en) Chiral catalysts for reduction of ketones and process for their preparation
DE60316459D1 (en) PROCESS FOR THE PREPARATION OF CEFTIOFUR
KR930007888A (en) Process for preparing lower alkyl 2-keto-L-gulonate
CA2013523A1 (en) Resolution of a carboxylic acid
CA2218654C (en) Synthesis of (s)-3-(2-thienylthio) butyric acid and analogs
ATE325797T1 (en) METHOD FOR PRODUCING HIGH PURITY TRIETHYLENEDIAMINE
EP1600438A4 (en) Processes for the production of optically active compounds having substituents at the 2-position
CA2022611C (en) Optical resolution method for 3s-(3-carboxybenzyl)-6-(5-fluoro-2-benzothiazolyl)methoxy-4s-chromanol
CA1273931A (en) Process for production of the dextrorotatory optical isomer of diastereomer a of ym-09730
US7094926B2 (en) Process for producing optically active carboxylic acid substituted in 2-position
JPS54141794A (en) Preparation of n-acylcephamycin c and its salt with organic base
TW200519090A (en) Process for producing high purity 3, 5-dihydroxy-6-heptenoic acid derivative
WO2005012278A3 (en) Process for purifying citalopram using polybasic acids
Weinstock et al. Preparation of some thiovulpinic acids

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): CN IN KR US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR

121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase