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Title:
2,3-DIAMINO-2,3-N,N'-CARBONYL-2,3,5-TRIDEOXY-5-C-CARBOMETHOXYPROPANE-D-RIBOFURANOSE AND ITS PREPARATION
Document Type and Number:
Japanese Patent JPS5659789
Kind Code:
A
Abstract:

NEW MATERIAL:2,3-Diamino-2, 3-N, N'-carbonyl-2, 3, 5-trideoxy-5-C-carbomethoxypropane-D-ribofuranose.

USE: Synthetic intermediate of (+)-biotin. Starting material to various synthetic organic compounds. Especially it is very useful in high selective synthesis of (+)- biotin of formula I, a natural form of a vitamin.

PREPARATION: For example, a compound of formula VIII (Ph is phenyl) derived from D-glucosamine of formula II is oxidized with periodic acid. The product is made to react with [3-carbomethoxypropen-(2)-ylidene-(1)]triphenylphosphorane to give a compound of formula IX. Further, the compound of formula IX is catalytically reduced in a solvent such as ethanol in the presence of a catalyst such as Pd-C to produce the compound of formula X.


Inventors:
Emoto, Sakae
Orui, Hiroshi
Sueda, Noriyoshi
Application Number:
JP1980000146587
Publication Date:
May 23, 1981
Filing Date:
October 20, 1980
Export Citation:
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Assignee:
RIKAGAKU KENKYUSHO
International Classes:
C07D495/04; C07H9/06; C07H15/18; (IPC1-7): C07H9/06