The carbohydrate-derived lactone phenylsemicarbazones 3 and 4 were prepared from 5 and 8 (Scheme). Treatment with 4-phenylsemicarbazide gave 6 and 7 (77:23) and 9 and 10 (76:24), respectively. Oxidation of 6 and 9 by Cr0,-pyridine to 11 and 13, followed by deprotection, yielded 3 and 4. The structur
✦ LIBER ✦
Syntheses of 2-acetamido-2-deoxy-D-glucono-1,4-lactone and some isopropylidene acetals of 2-acetamido-2-deoxy-D gluconic acid derivatives
✍ Scribed by Nevenka Pravdić; Emmanuel Zissis; Miroslav Pokorny; Hewitt G. Fletcher Jr.
- Book ID
- 108308150
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- English
- Weight
- 924 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0008-6215
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Sialic acids are accessible synthetically by chain extension of 2-acetamido-2deoxy-D-glucose or -D-mannose with oxaloacetate'. However, due to epimerisation at C-2 under alkaline conditions, mixtures of four products are formed, the fractionation of which is sometimes difficult. The aldehydo-2-acet