The reaction of ammonia with acylated disaccharides. V. The Wohl reaction with octa-O-acetylcellobionic acid nitrile
From the reaction of aqueous ammonia with octa-O-acetylcellobionic acid nitrile, 3-O-β-D-glucopyranosyl-1,1-bis(acetamido)-1-deoxy-D-arabitol (I), 3-O-β-D-glucopyranosyl-N-acetyl-D-arabofuranosylanime (II), and 3-O-β-D-glucopyranosyl-D-arabinose (III) were isolated. The hepta-O-acetyl derivative of...
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| Autores principales: | , , |
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| Formato: | JOUR |
| Lenguaje: | English |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00223263_v30_n7_p2328_Deferrari |
| Aporte de: |
| Sumario: | From the reaction of aqueous ammonia with octa-O-acetylcellobionic acid nitrile, 3-O-β-D-glucopyranosyl-1,1-bis(acetamido)-1-deoxy-D-arabitol (I), 3-O-β-D-glucopyranosyl-N-acetyl-D-arabofuranosylanime (II), and 3-O-β-D-glucopyranosyl-D-arabinose (III) were isolated. The hepta-O-acetyl derivative of I was prepared and the acyclic structure of the nitrogenated moiety was established by oxidation with sodium metaperiodate. By methylation of II, subsequent hydrolysis, and isolation of the methyl sugars produced, the presence of a furanose ring in its D-arabinose moiety was demonstrated. |
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