|
KMID : 0525720100150020103
|
|
Journal of Chitin and Chitosan
2010 Volume.15 No. 2 p.103 ~ p.108
|
|
|
A Synthesis of 2-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranosyl) imino-1,3-thiazoline Derivatives
|
|
Hahn Hoh-Gyu
Shin Dong-Yun
Han Min-Soo
Heo Jeong-Hoe
Nam Kee-Dal
|
|
|
Abstract
|
|
|
|
2-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranosyl)imino-1,3-thiazoline deri vatives 5 were synthesized from a reaction of N-methyl-N’-(β-D-glucopyranosyl)thiourea 3 with phenyl 4-chloroacetamide derivatives 4. N-methyl-N’-(β-D-glucopyranosyl) thiourea 3 was obtained by a dehydrochlorination of β-D-glucosamine hydrogenchloride salt 1 followed by the reaction of methyl isothiocyanate 2 of which structures were confirmed by their 1H NMR spectra. thus, the protons of 3-methyl, methylene, 5- vinyl showed in range of δ 2.9-3.1 ppm, 4.6-4.7 ppm and 6.9-7.1 ppm respectvely without influence of functional group of the side stereochemistry of the compounds. The synthesized compounds would be contributed a chemical library for an exploration of new biological active material.
|
|
|
KEYWORD
|
|
|
β-D-glucosamine, isothiocyanate, thiazoline, chemical Library
|
|
|
FullTexts / Linksout information
|
|
|
|
|
|
Listed journal information
|
|
|
|
|