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Title:
BENZYL2,3-DIAMINO-2,3-N,N'-CARBONYL-2,3,5,6-TETRADEOXY-5,6-DIDEHYDRO-6-C-METHOXYCARBONYLETHYLENE-BETA-D-RIBOHEXOFURANOSIDE AND ITS PREPARATION
Document Type and Number:
Japanese Patent JPS5659790
Kind Code:
A
Abstract:

NEW MATERIAL:Benzyl2,3-diamino-2,3-N,N'-carbonyl-2, 3, 5, 6-tetradeoxy-5, 6- didehydro-6-C-methoxycarbonylethylene-β-D-ribohexofuranoside of formula I and benzyl2,3-diamino-2,3-N,N'-carbonyl-2,3-dideoxy-β-D-allofuranoside of formula II.

USE: Synthetic intermediate of (+)-biotin and starting material of various synthetic organic compounds. Especially, it is very useful for selective synthesis of (+)-biotin of formula III, a natural form of a vitamine.

PREPARATION: D-Glucosamine of formula IV is used as a starting material and a compound of formula II is prepared through several steps. The product is oxidized with periodic acid and then, made to react with [3-carbomethoxy-propen-(2)- ylidene (1)]triphenylphosphorane to give the compound of formula I.


Inventors:
Emoto, Sakae
Orui, Hiroshi
Sueda, Noriyoshi
Application Number:
JP1980000146588
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