Synthesis of methyl (d-glycopyranosyl azide) uronates

✍ Scribed by Zoltán Györgydeák; Joachim Thiem

• Publisher: Elsevier Science
• Year: 1995
• Tongue: English
• Weight: 430 KB
• Volume: 268
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(94)00313-5

✦ Synopsis

Sodium hypochlorite oxidation catalysed by 2,2,6,6,-tetramethylpiperidine 1-oxide (TEMPO) is shown to be a mild and efficient approach to the title uronates. In the gluco, galacto, allo, and 2-acetamido-2-deoxy-gluco series, the corresponding /3-or a-and /3-glycosyl azides could be smoothly oxidised and alternative preparations are compared to this access.