Title:
METHOD FOR PRODUCING LIPOIC ACID AND DIHYDROLIPOIC ACID
Document Type and Number:
WIPO Patent Application WO2002010151
Kind Code:
A3
Abstract:
The invention relates to a method for producing R-lipoic acid and S-lipoic acid comprising a step selected from the following: (a) distillation of dihydrolipoic acid, (b) reaction of (2) or the stereoisomer thereof, wherein Ms represents SO2-R', and R and R' independently mean C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, aryl or aralkyl, with sodium sulphide and sulphur in ethanol and reaction with a complex hydride, (c) extraction of a protic solution of R dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent at a pH value of 9 -10, or (d) extraction of R-dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent from a protic solution at a pH value of 4 - 5, or a combination of individual or several steps (a) - (d). The invention also relates to a method for producing dihydrolipoic acid and the compound 1,6,8 octane triol.
Inventors:
KLATT MARTIN JOCHEN (DE)
NIEBEL MARKUS (DE)
PAUST JOACHIM (DE)
NIEBEL MARKUS (DE)
PAUST JOACHIM (DE)
Application Number:
PCT/EP2001/008523
Publication Date:
November 14, 2002
Filing Date:
July 24, 2001
Export Citation:
Assignee:
BASF AG (DE)
KLATT MARTIN JOCHEN (DE)
NIEBEL MARKUS (DE)
PAUST JOACHIM (DE)
KLATT MARTIN JOCHEN (DE)
NIEBEL MARKUS (DE)
PAUST JOACHIM (DE)
International Classes:
A61K31/20; A61P3/10; C07B53/00; C07C303/38; C07C319/08; C07C319/18; C07C319/28; C07C321/04; C07C323/52; C07D339/04; C07C309/66; (IPC1-7): C07D339/04; C07C323/52
Foreign References:
GB996703A | 1965-06-30 | |||
US2788355A | 1957-04-09 | |||
US3132152A | 1964-05-05 | |||
DE4229914A1 | 1994-03-10 | |||
EP0763533A1 | 1997-03-19 | |||
US5380920A | 1995-01-10 | |||
US5530143A | 1996-06-25 |
Other References:
L. J. REED, C.-I NIU: "Syntheses of DL-.alpha.-Lipoic Acid", J. AMER. CHEM. SOC., vol. 77, 1955, pages 416 - 419, XP002188279
D. S. ACKER, W. J. WAYNE: "Synthesis of Racemic, Optically Active and Radioactive .alpha.-Lipoic Acids", J. AMER. CHEM. SOC., vol. 79, 20 December 1957 (1957-12-20), pages 6483 - 6487, XP002022470
I. C. GUNSALUS ET AL.: "Biosynthesis and Structure of Lipoic Acid Derivatives", J. AMER. CHEM. SOC., vol. 78, 20 April 1956 (1956-04-20), pages 1763 - 1766, XP002197086
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197087, Database accession no. 6555139, 4197527
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197088, Database accession no. 6871848
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197089, Database accession no. 4201874
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197090, Database accession no. 5981317
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197091, Database accession no. 5102830
D. S. ACKER, W. J. WAYNE: "Synthesis of Racemic, Optically Active and Radioactive .alpha.-Lipoic Acids", J. AMER. CHEM. SOC., vol. 79, 20 December 1957 (1957-12-20), pages 6483 - 6487, XP002022470
I. C. GUNSALUS ET AL.: "Biosynthesis and Structure of Lipoic Acid Derivatives", J. AMER. CHEM. SOC., vol. 78, 20 April 1956 (1956-04-20), pages 1763 - 1766, XP002197086
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197087, Database accession no. 6555139, 4197527
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197088, Database accession no. 6871848
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197089, Database accession no. 4201874
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197090, Database accession no. 5981317
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002197091, Database accession no. 5102830
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