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Title:
SYNTHESIS OF INTERMEDIATE USEFUL IN PRODUCTION OF NOJIRIMYCIN AND RELATED COMPOUND
Document Type and Number:
Japanese Patent JPH02121999
Kind Code:
A
Abstract:

PURPOSE: To obtain the subject intermediate useful in the production of nojirimycins for use as antidiabetics, etc., industrially advantageously by reducing 5-azido-5-deoxy-1,2,-O-isopropylidene-α-D-glucuronolactone with a hydride reducing agent.

CONSTITUTION: 5-Azido-5-deoxy-1,2-O-isopropylidene-α-D-glucuronolactone represented by formula I is dissolved in anhydrous tetrahydrofuran and reduced with a hydride reducing agent (e.g. lithium aluminum hydride) to obtain 5- amkino-5-deoxy-1,2-O-isopropylidene-α-D-glucofranose represented by formula II. This is reacted with aqueous sulfur dioxide top form nojirimycin bisulfite, and this is quantitatively converted into nojirimycin by interconversion.


Inventors:
PIITAA BII ANTSUEBEENO
Application Number:
JP23740389A
Publication Date:
May 09, 1990
Filing Date:
September 14, 1989
Export Citation:
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Assignee:
MERRELL DOW PHARMA
International Classes:
C07H9/04; C07H11/00; C07H5/04; (IPC1-7): C07H5/04; C07H9/04
Attorney, Agent or Firm:
Yataro Sasai (1 person outside)