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Synthesis and crystal structure of methyl 2-amino-2,6-dideoxy-α-d-glucopyranoside-6-sulfonic acid

✍ Scribed by José G. Fernández-Bolanos; Joaquín Morales; Salud García; M. Jesús Diánez; M. Dolores Estrada; Amparo López-Castro; Simeón Pérez

Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
822 KB
Volume
248
Category
Article
ISSN
0008-6215

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✦ Synopsis

Methyl 2-amino-2,6-dideoxy~-o-glucopyranoside-6-sulfonic acid (8) was prepared by oxidation of methyl 3,4-di-O-acety1-6-S-acetyl-2-benzamido-2-deo~-6-thio~-D-glu~p~anoside with hydrogen peroxide in acetic acid followed by N-and 0-deacylation with aqueous sodium hydroxide. Compound 8 was also obtained by oxidation of methyl 3,4-di-O-acety1-6-S-acetyl-2-deo~-2-[(2,2-dimetho~carbonylvinyl)amino]-6-thioa-o-glucopyranoside followed by deacetylation with Amberlite IR-120 (H+ ) resin. An X-ray analysis of 8, crystallised as a dihydrate, was carried out.

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