Title:
24-CYCLOPROPANE VITAMIN D DERIVATIVE
Document Type and Number:
Japanese Patent JP3253425
Kind Code:
B2
Abstract:
PURPOSE: To obtain new compound derivatives containing cyclopropane radicals characterized by a marked intestinal calcium transport activity and exhibiting a lower activity to mobilize calcium from bone, as medicaments for osteoporosis or the like useful for prophylaxis, treatment or the like of bone metabolism disorder.
CONSTITUTION: A compound of formula IV (R1 is H or OH) is obtained by treating ethyl acetoacetate with 1,2-bromoethane in dimethyl sulfoxide in the presence of potassium hydroxide to form cyclopropane ketoester of formula I (Et is ethyl), deriving it to an alcohol by reduction of the ester after protection of the ketone as ketal, converting a hydroxyl radical of the alcohol to phenylsulfide, then, reacting the ketal after deprotection with a Grignard reagent to form tertiary alcohol, oxidating the sulfide after protection of the hydroxyl radical to form sulfone of formula II (Ph is phenyl; TES is triethylsilyl), reacting the resulting compound with aldehyde of formula III (me is methyl) after deprotonation, reducing the resulting compound after acethylation and deprotecting the hydroxyl radical.
Inventors:
Hector F. Deluca
Nao Nakagawa
Nao Nakagawa
Application Number:
JP19180793A
Publication Date:
February 04, 2002
Filing Date:
July 07, 1993
Export Citation:
Assignee:
Wisconsin Alumni Research Foundation
International Classes:
A61P3/02; A61P3/14; A61P19/10; C07C401/00; A61K31/59; C07J9/00; (IPC1-7): C07C401/00; A61K31/59; A61P3/02; A61P19/10
Domestic Patent References:
| JP60501261A |
Attorney, Agent or Firm:
Takao Kawasaki (1 outside)
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