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Title:
VITAMIN D COMPOUND AND PREPARATION THEREOF
Document Type and Number:
Japanese Patent JP3855280
Kind Code:
B2
Abstract:

PURPOSE: To provide a new kind of vitamin D compound suitably obtained from an easily available or accessible starting substance, particularly a vitamin D2 compound and a related compound.
CONSTITUTION: There is provided a vitamin D compound of formula I [wherein R1 is H or an OH protecting group; Z is formula II or III (wherein R2 and R3 are each a 1-6C alkyl or 2-6C alkenyl, optionally substituted with a substituent selected from OH, an alkoxy, F, cycloalkyl and alkylenedioxy or with an optionally substituted phenyl, or 3-6C cycloalkyl or optionally substituted phenyl) or R1 and R3 together with an interconnecting oxadimethylene divalent group form a 5- or 7-membered ring-closed 1-4C alkyl substituted hemiacetal; and A and B are each H or methyl, or form together CH2]. The compound is obtained by reacting a compound of formula IV with a reagent of the formulae: R3-MgX or R3-Li in the presence of a Cu(I) compound, oxidizing a resultant compound of formula V after the removal of the protecting group of OR4 to obtain the corresponding hydriodan-4-one compound, converting with a Wittig reactant of formula VI, and subsequently hydrogenating and isomerizing.


Inventors:
Mercedes Torneiro
Yagamare Fual
Antonio Mourinho
Jan Zorg Drager
Yang-Paul van de Verde
Application Number:
JP2236395A
Publication Date:
December 06, 2006
Filing Date:
January 18, 1995
Export Citation:
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Assignee:
DUPHAR INTERNATIONAL RESEARCH BESLOTEN VENNOOTSHAP
International Classes:
A61K31/59; A61P3/02; C07C401/00; A61P11/06; A61P17/00; A61P19/00; A61P19/10; A61P35/00; C07D309/12; C07D317/20; C07F7/18; C07F9/117; C07C; (IPC1-7): C07C401/00; A61K31/59
Domestic Patent References:
JP3047127A
JP4505468A
Other References:
Bioorganic & Medicinal Chemistry Letters,1993年,3(9),p.1821-1824
Journal of Organic Chemistry,1993年,58(1),p.118-123
Attorney, Agent or Firm:
Heikichi Odashima