CA2271414A1 - Synthesis of 3-epi vitamin d3 metabolites and analogs - Google Patents

Synthesis of 3-epi vitamin d3 metabolites and analogs Download PDF

Info

Publication number
CA2271414A1
CA2271414A1 CA002271414A CA2271414A CA2271414A1 CA 2271414 A1 CA2271414 A1 CA 2271414A1 CA 002271414 A CA002271414 A CA 002271414A CA 2271414 A CA2271414 A CA 2271414A CA 2271414 A1 CA2271414 A1 CA 2271414A1
Authority
CA
Canada
Prior art keywords
formula
compound
mixture
solution
ethyl acetate
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.)
Abandoned
Application number
CA002271414A
Other languages
English (en)
French (fr)
Inventor
Percy Sarwood Manchand
Andrew David Batcho
Milan Radoje Uskokovic
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of CA2271414A1 publication Critical patent/CA2271414A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/532—Cycloaliphatic phosphine oxides or thioxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Epoxy Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA002271414A 1998-05-14 1999-05-10 Synthesis of 3-epi vitamin d3 metabolites and analogs Abandoned CA2271414A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US8552198P 1998-05-14 1998-05-14
US60/085,521 1998-05-14

Publications (1)

Publication Number Publication Date
CA2271414A1 true CA2271414A1 (en) 1999-11-14

Family

ID=22192175

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002271414A Abandoned CA2271414A1 (en) 1998-05-14 1999-05-10 Synthesis of 3-epi vitamin d3 metabolites and analogs

Country Status (7)

Country Link
US (1) US6040461A (cg-RX-API-DMAC10.html)
EP (1) EP0957098A1 (cg-RX-API-DMAC10.html)
JP (1) JP2000026443A (cg-RX-API-DMAC10.html)
KR (1) KR19990088202A (cg-RX-API-DMAC10.html)
CN (1) CN1235972A (cg-RX-API-DMAC10.html)
CA (1) CA2271414A1 (cg-RX-API-DMAC10.html)
MX (1) MX9904401A (cg-RX-API-DMAC10.html)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU7497798A (en) * 1997-05-16 1998-12-08 F. Hoffmann-La Roche Ag 3-epi compounds of vitamin d3 and uses thereof
DE19935771A1 (de) 1999-07-23 2001-02-01 Schering Ag Neue Vitamin D-Derivate mit cyclischen Substrukturen in den Seitenketten, Verfahren und Zwischenprodukte zu ihrer Herstellung und die Verwendung zur Herstellung von Arzneimitteln
AU2006279331A1 (en) * 2005-08-18 2007-02-22 Bioxell S.P.A. Synthesis of 1alpha-fluoro-25-hydroxy-16-23e-diene-26,27-bishomo-20-epi-cholecalciferol
TW200838544A (en) * 2007-01-25 2008-10-01 Bioxell Spa Synthesis of 1 α-fluoro-25-hydroxy-16-23E-diene-26, 27-bishomo-20-epi-cholecalciferol
CN106279239B (zh) * 2015-05-29 2019-06-28 上海彩迩文生化科技有限公司 多烯化合物、制备方法及其应用
CN111763230A (zh) * 2020-06-23 2020-10-13 重庆华邦胜凯制药有限公司 一种卡泊三醇杂质化合物的制备方法及其应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5145846A (en) * 1988-01-20 1992-09-08 Hoffmann-La Roche Inc. Vitamin D3 analogs
CA2096105A1 (en) * 1992-10-07 1994-04-08 Enrico Giuseppe Baggiolini (Deceased) Vitamin d3 fluorinated analogs
US5428029A (en) * 1993-11-24 1995-06-27 Hoffmann-La Roche Inc. Vitamin D3 fluorinated analogs
SG70009A1 (en) * 1996-05-23 2000-01-25 Hoffmann La Roche Vitamin d3 analogs
AU7497798A (en) * 1997-05-16 1998-12-08 F. Hoffmann-La Roche Ag 3-epi compounds of vitamin d3 and uses thereof
ES2206981T3 (es) * 1997-07-17 2004-05-16 F.Hoffmann-La Roche Ag Dihomo-seco-colestanos con dos enlaces insaturados en la cadena lateral.

Also Published As

Publication number Publication date
MX9904401A (cg-RX-API-DMAC10.html) 2000-03-01
KR19990088202A (ko) 1999-12-27
JP2000026443A (ja) 2000-01-25
EP0957098A1 (en) 1999-11-17
US6040461A (en) 2000-03-21
CN1235972A (zh) 1999-11-24

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Legal Events

Date Code Title Description
FZDE Discontinued