Title:
PROCESSES FOR PRODUCTION OF NUCLEOSIDES
Document Type and Number:
WIPO Patent Application WO/2004/065403
Kind Code:
A1
Abstract:
A process for the production of nucleosides represented by the general formula [II], characterized by subjecting a 2’, 3’, 5’-triacyloxynucleoside represented by the general formula [I] to deacylation with 0.01 to 0.5 time by mole as much alkali metal hydroxide as the 2’, 3’, 5’-triacyloxynucleoside. The invention provides a process for the production of nucleosides [II] which little suffers from the formation of by-products and a process for the production of nucleoside derivatives according to the process. Further, the invention also relates to a process of oxidizing a nucleoside represented by the general formula (1) in the presence of a 2,2,6,6-tetramethylpyridine-1-oxyl catalyst and a hypochlorite or hypobromite while controlling the pH within the range of 5 to 9, and a process which comprises extracting a carboxylic acid nucleoside represented by the general formula (2) with an organic solvent under acidic conditions, subjecting the obtained organic solution to back extraction with an aqueous alkaline solution, and neutralizing the obtained aqueous solution by the addition of an acid to crystallize the carboxylic acid nucleoside. According to these processes, specific carboxylic acid nucleosides or salts thereof can be produced at high purity by processes suitable for industrial production. [I] [II] (1) (2) (In the formulae, each symbol is as defined in the description.)
Inventors:
TAKAHASHI DAISUKE (JP)
IZAWA KUNISUKE (JP)
IZAWA KUNISUKE (JP)
Application Number:
PCT/JP2004/000048
Publication Date:
August 05, 2004
Filing Date:
January 07, 2004
Export Citation:
Assignee:
AJINOMOTO KK (JP)
TAKAHASHI DAISUKE (JP)
IZAWA KUNISUKE (JP)
TAKAHASHI DAISUKE (JP)
IZAWA KUNISUKE (JP)
International Classes:
C07H19/06; C07H19/067; C07H19/16; C07H19/167; (IPC1-7): C07H19/167; C07H19/06; C07H19/067; C07H19/16
Foreign References:
| JPH07300492A | 1995-11-14 | |||
| JPH01272595A | 1989-10-31 | |||
| JPH05508864A | 1993-12-09 |
Other References:
KUSACHI S. ET AL: "Dog coronary artery adenosine receptor: Structure of the N6-alkyl subregion", JOURNAL OF MEDICINAL CHEMISTRY, vol. 28, no. 11, 1985, pages 1636 - 1643, XP000566463
Attorney, Agent or Firm:
Takashima, Hajime (1-1 Fushimimachi 4-chome, Chuo-k, Osaka-shi Osaka, JP)
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