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Title:
METHODS FOR THE PURIFICATION OF DEOXYCHOLIC ACID
Document Type and Number:
WIPO Patent Application WO/2011/075701
Kind Code:
A3
Abstract:
Synthetic methods for preparing deoxycholic acid and intermediates thereof, high purity synthetic deoxycholic acid, compositions and methods of use are provided. Also, provided are processes for the synthesis of 12-keto or 12-α-hydroxysteroids from Δ-9,11-ene, 11-keto or 11-hydroxy-β-steroids. This invention is also directed to novel compounds prepared during the synthesis. This invention is also directed to the synthesis of deoxycholic acid starting from hydrocortisone.

Inventors:
MORIARTY, Robert M. (3739 Michiana Drive, Michiana Shores, Indiana, 46360, US)
REID, John Gregory (245 Mohawk Trail, Niskayuma, New York, 12309, US)
SWARINGEN Jr., Roy A. (824 Sandlewood Drive, Durham, North Carolina, 27712, US)
Application Number:
US2010/061150
Publication Date:
June 23, 2011
Filing Date:
December 17, 2010
Export Citation:
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Assignee:
KYTHERA BIOPHARMACEUTICALS, INC. (27200 West Agoura Road, Suite 200Calabasas, California, 91301, US)
MORIARTY, Robert M. (3739 Michiana Drive, Michiana Shores, Indiana, 46360, US)
REID, John Gregory (245 Mohawk Trail, Niskayuma, New York, 12309, US)
SWARINGEN Jr., Roy A. (824 Sandlewood Drive, Durham, North Carolina, 27712, US)
International Classes:
C07J1/00; C07J5/00; C07J9/00; C07J13/00; C07J41/00
Domestic Patent References:
WO2008157635A22008-12-24
Other References:
A. KASAL: "Hydrogenation of 12-Oxo-5.beta.-chol-9(11)-enates on Platinum", COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, vol. 46, 1981, INSTITUTE OF ORGANIC CHEMISTRY & BIOCHEMISTRY, pages 1839 - 1849, XP002639976, ISSN: 0010-0765
SEGURA M ET AL: "Synthetic Receptors for Uronic Acid Salts Based on Bicyclic Guanidinium and Deoxycholic Acid Subunits", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 53, no. 38, 22 September 1997 (1997-09-22), pages 13119 - 13128, XP004106213, ISSN: 0040-4020, DOI: DOI:10.1016/S0040-4020(97)00834-X
A. LARDON ET AL: "Über Bestandteile der Nebennierenrinde und verwandte Stoffe. 77 Mitteilung Ätiocholen-(11)-ol-(3.alpha.)-on-(17)", HELVETICA CHIMICA ACTA., vol. 30, 1947, CHVERLAG HELVETICA CHIMICA ACTA. BASEL., pages 1373 - 1378, XP002639977, ISSN: 0018-019X
H. REICH: "Über Bestandteile der Nebennierenrinde und verwandte Stoffe. 71 Mitteilung. Oxydation von Desoxycholsäure-methylester-diacetat mit Chromsäure. II. Einige Umwandlungsprodukte des Ätiocholandiol-(3.alpha.,12.beta.)-ons-(17)", HELVETICA CHIMICA ACTA., vol. 28, 1945, VERLAG HELVETICA CHIMICA ACTA., pages 863 - 872, XP002639978, ISSN: 0018-019X
TSERNG K-Y ET AL: "Bile acid sulfates. III. Synthesis of 7- and 12-monosulfates of bile acids and their conjugates using a sulfur trioxide-triethylamine complex", STEROIDS, ELSEVIER SCIENCE PUBLISHERS, NEW YORK, NY, US, vol. 33, no. 2, 1 February 1979 (1979-02-01), pages 167 - 182, XP023431127, ISSN: 0039-128X, [retrieved on 19790201], DOI: DOI:10.1016/0039-128X(79)90024-2
GOTO J ET AL: "SYNTHESIS OF DISULFATES OF UNCONJUGATED AND CONJUGATED BILE ACIDS", CHEMICAL AND PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOCIETY OF JAPAN, TOKYO, JP, vol. 35, no. 11, 1 January 1987 (1987-01-01), pages 4562 - 4567, XP001157455, ISSN: 0009-2363
GOTO J ET AL: "Synthesis of monosulfates of unconjugated and conjugated bile acids.", CHEMICAL & PHARMACEUTICAL BULLETIN JUN 1979 LNKD- PUBMED:544053, vol. 27, no. 6, June 1979 (1979-06-01), pages 1402 - 1411, XP002639979, ISSN: 0009-2363
M. B. MEDER ET AL: "Co-ordination Chemistry of 1,3-Bis(2-pyridylimino)- and 1,3-Bis-(2-thiazolylimino) Copper Complexes: Investigation of Their Catalytic Behavior in Oxidation Reactions", EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, pages 2716 - 2722, XP002639980
Attorney, Agent or Firm:
SWISS, Gerald F. et al. (Foley & Lardner LLP, 975 Page Mill RoadPalo Alto, California, 94304, US)
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