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ChemInform Abstract: Syntheses of Methyl 2-O-, 3-O- and 6-O-(2′-Hydroxypropyl)-α-D- glucopyranosides.

✍ Scribed by L. GAN; A. XU; P. A. SEIB


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Syntheses of Methyl 2-O-, 3-O-and 6-O-(2'-Hydroxypropyl)-α-Dglucopyranosides.

-In order to determine the position of substitution of hydroxypropyl groups in lightly modified starch the title compounds (I)-(III) are prepared in a few steps by conventional procedures using epibromohydrine.


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Five derivatives of methyl 3,4,6-triacetyl-2-deoxy-(3@-dialkylureido)-b-D-glucopyranoside were studied by 1H and 13C, NMR spectroscopy in solutions and by 13C NMR spectroscopy in the solid state. Sterically CDCl 3 crowded substituents such as n-hexyl and cylcohexyl change the chemical shifts of H-1,