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Title:
METHOD FOR SYNTHESIZING BCH-189 RELATED COMPOUND AND COMPOSITION
Document Type and Number:
Japanese Patent JP2001019690
Kind Code:
A
Abstract:

To obtain an analog of BCH-189 from an inexpensive precursor.

This method comprises such processes that an allyl ester 1 or ester is ozonized to produce an aldehyde 2, the aldehyde 2 produces a lactone 3 by reacting with thioglycolic acid, the lactone 3 is treated with a reducing agent: e.g. diisobutylaluminum hydride(DIBAL), sodium bis(2-methoxyethoxy) aluminum hydride (called 'Red-Al'TM, available as a 3.4 mol toluene solution on the market), NaBH4; followed by being treated with a carboxylic anhydride to produce a carboxylate 4, and then the resultant product is coupled with a pyrimidine base in the presence of a Lewis acid to produce the β isomer of a substituted nucleoside 5, essentially β/α isomer in the proportion of 100:0, and the objective BCH-189 or analog thereof 6 is produced by deprotecting the substituted nucleoside 5.


Inventors:
LIOTTA DENNIS C (US)
CHOI WOO-BAEG (US)
Application Number:
JP2000160358A
Publication Date:
January 23, 2001
Filing Date:
January 31, 1991
Export Citation:
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Assignee:
UNIV EMORY (US)
International Classes:
A61K31/00; A61K31/39; A61K31/513; A61K31/505; A61K31/695; A61K31/7064; A61K31/7068; A61P31/12; A61P31/18; C07D239/02; C07D327/04; C07D405/04; C07D411/04; C07D451/00; C07F7/18; C07H19/06; C07H19/10; C12P19/38; C12P41/00; A61K; C07D; (IPC1-7): C07D411/04; A61P31/18
Attorney, Agent or Firm:
Hajime Tsukuni (1 person outside)