Title:
PROCESS FOR PRODUCTION OF STEROIDS
Document Type and Number:
WIPO Patent Application WO/2006/006718
Kind Code:
A1
Abstract:
The invention aims at providing a novel process for the production of steroids. The invention provides a process for the production of 5β-3,7-dioxocholanoic acid or esters thereof from a starting sterol having double bonds at the 5- and 24-positions, i.e., cholesta-5,7,24-trien-3β-ol, ergosta -5,7,24(28)-trien-3β-ol, desmosterol, fucosterol, or ergosta -5,24(28)-dien-3β-ol via the following four steps, i.e., (I) the step of conducting the oxidation of 3-position hydroxyl and the isomerization of 5-position double bond to the 4-position, (II) the step of forming carboxyl or an ester group thereof at the 24-position by oxidative cleavage of the side chain, (III) the step of introducing an oxygen functional group at the 7-position, and (IV) the step of constructing 5β-stereostructure by reductive saturation of 4-position double bond.
Inventors:
TAKEHARA JUN (JP)
FUJIWARA NAOYA (JP)
KAWAI JUNYA (JP)
ENDOU KYOUKO (JP)
FUJIWARA NAOYA (JP)
KAWAI JUNYA (JP)
ENDOU KYOUKO (JP)
Application Number:
PCT/JP2005/013216
Publication Date:
January 19, 2006
Filing Date:
July 12, 2005
Export Citation:
Assignee:
MITSUBISHI CHEM CORP (JP)
TAKEHARA JUN (JP)
FUJIWARA NAOYA (JP)
KAWAI JUNYA (JP)
ENDOU KYOUKO (JP)
TAKEHARA JUN (JP)
FUJIWARA NAOYA (JP)
KAWAI JUNYA (JP)
ENDOU KYOUKO (JP)
International Classes:
C07J9/00
Domestic Patent References:
| WO2002088166A1 | 2002-11-07 |
Foreign References:
| US20020120111A1 | 2002-08-29 | |||
| JPH08165297A | 1996-06-25 | |||
| EP0230085A1 | 1987-07-29 |
Other References:
TOCHTROP G P ET AL: "Synthesis of [3, 4-(13) c (2)]-Enriched Bile Salts as NMR Probes of Protein-Ligand Interactions.", J OF ORGANIC CHEMISTRY., vol. 67, no. 19, 2002, pages 6764 - 6771, XP002260968
MCMORRIS TC ET AL: "Improved Synthesis of 24-Epibrassinolide from Ergosterol.", J ORG CHEM., vol. 58, no. 8, 1993, pages 2338 - 2339, XP002992093
CRABB TA ET AL: "Microbiological transformations. Part 7. Microbiological transformations of A-nor-and A-homo-5 alpha-androstane derivatives with the fungus Cunninghamella elegans.", J OF CHEMICAL RESEARCH SYNOPSES., vol. 2, 1986, pages 48 - 49, XP002992094
CELDES AM ET AL: "NOVEL STEROLS FROM THE SPONGE ESPERIOPSIS EDWARD II.", TETRAHEDRON., vol. 44, no. 5, 1988, pages 1359 - 1362, XP002992095
See also references of EP 1775304A4
MCMORRIS TC ET AL: "Improved Synthesis of 24-Epibrassinolide from Ergosterol.", J ORG CHEM., vol. 58, no. 8, 1993, pages 2338 - 2339, XP002992093
CRABB TA ET AL: "Microbiological transformations. Part 7. Microbiological transformations of A-nor-and A-homo-5 alpha-androstane derivatives with the fungus Cunninghamella elegans.", J OF CHEMICAL RESEARCH SYNOPSES., vol. 2, 1986, pages 48 - 49, XP002992094
CELDES AM ET AL: "NOVEL STEROLS FROM THE SPONGE ESPERIOPSIS EDWARD II.", TETRAHEDRON., vol. 44, no. 5, 1988, pages 1359 - 1362, XP002992095
See also references of EP 1775304A4
Attorney, Agent or Firm:
SIKs & Co. (Kyobashi-Nisshoku Bldg. 8-7, Kyobashi 1-chom, Chuo-ku Tokyo 31, JP)
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