Title:
PROCESS FOR PRODUCTION OF INDENE DERIVATIVE, AND INTERMEDIATE FOR PRODUCTION OF THE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2007/105773
Kind Code:
A1
Abstract:
An indene derivative can be used as an intermediated for the synthesis of a vitamin D2 derivative paricalcitol which is useful as a pharmaceutical. The indene derivative can be produced with high efficiency by subjecting a vitamin D2 derivative such as 25-hydroxyvitamin D2 to a two-stage oxidation reaction in a proper solvent such as methanol and ethanol using an oxidizing agent such as potassium permanganate and sodium periodate.
Inventors:
TOYODA ASAKO (JP)
NAGAI HAZUKI (JP)
NAGAI HAZUKI (JP)
Application Number:
PCT/JP2007/055137
Publication Date:
September 20, 2007
Filing Date:
March 14, 2007
Export Citation:
Assignee:
MERCIAN CORP (JP)
TOYODA ASAKO (JP)
NAGAI HAZUKI (JP)
TOYODA ASAKO (JP)
NAGAI HAZUKI (JP)
International Classes:
C07C45/29; C07C45/28; C07C45/58; C07C49/743; C07C49/753; C07C67/313; C07C69/145; C07C401/00; C07D301/14; C07D303/14; C07F7/18; C07B53/00
Domestic Patent References:
| WO1995019963A1 | 1995-07-27 | |||
| WO1990010620A1 | 1990-09-20 |
Foreign References:
| JPS59176250A | 1984-10-05 | |||
| JPS58216179A | 1983-12-15 | |||
| JP2006070248A | 2006-03-16 | |||
| JPH03505330A | 1991-11-21 | |||
| JPH05221960A | 1993-08-31 | |||
| US5281731A | 1994-01-25 | |||
| US5391755A | 1995-02-21 | |||
| US4804502A | 1989-02-14 | |||
| JP3201411B2 | 2001-08-20 | |||
| US5474923A | 1995-12-12 |
Other References:
SARDINA F.J. ET AL.: "Studies on the Synthesis of Side-Chain Hydroxylated Metabolites of Vitamin D. 2. Stereocontrolled Synthesis of 25-Hydroxyvitamin D2", J. ORG. CHEM., vol. 51, 1986, pages 1264 - 1269, XP003017769
BLAKEMORE P.R. ET AL.: "The Modified Julia Olefination in Vitamin D2 Synthesis", SYNTHESIS, no. 7, 1999, pages 1209 - 1215, XP003017770
SICINSKI R.R. ET AL.: "Synthesis and Biological Activity of 1alpha, 25-Dihydroxy-18-norvitamin D3 and 1alpha, 25-Dihydroxy-18,19-dinorvitamin D3", J. MED. CHEM., vol. 39, 1996, pages 4497 - 4506, XP001026100
J. ORG. CHEM., vol. 51, 1986, pages 3098
J. ORG. CHEM., vol. 51, 1986, pages 1264
J. CHEM. SOC. PERKIN TRANS., vol. 1, 1978, pages 834
J. ORG. CHEM., vol. 48, 1983, pages 1414
J. ORG. CHEM., vol. 51, 1986, pages 1269
T. W. GREEN: "Protective Groups in Organic Synthesis", WILEY INTERSCIENCE
See also references of EP 2011781A4
BLAKEMORE P.R. ET AL.: "The Modified Julia Olefination in Vitamin D2 Synthesis", SYNTHESIS, no. 7, 1999, pages 1209 - 1215, XP003017770
SICINSKI R.R. ET AL.: "Synthesis and Biological Activity of 1alpha, 25-Dihydroxy-18-norvitamin D3 and 1alpha, 25-Dihydroxy-18,19-dinorvitamin D3", J. MED. CHEM., vol. 39, 1996, pages 4497 - 4506, XP001026100
J. ORG. CHEM., vol. 51, 1986, pages 3098
J. ORG. CHEM., vol. 51, 1986, pages 1264
J. CHEM. SOC. PERKIN TRANS., vol. 1, 1978, pages 834
J. ORG. CHEM., vol. 48, 1983, pages 1414
J. ORG. CHEM., vol. 51, 1986, pages 1269
T. W. GREEN: "Protective Groups in Organic Synthesis", WILEY INTERSCIENCE
See also references of EP 2011781A4
Attorney, Agent or Firm:
SIKs & Co. (Kyobashi-Nisshoku Bldg. 8-, Kyobashi 1-chome Chuo-ku Tokyo 31, JP)
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