Preparation of D-glucose dibenzamide from pentabenzoyl-D-α-glucose [19]

THE usual reaction product of the treatment of the acylated nitriles of aldonic acids with ammonia are the aldose diacetamides1. A variation of this reaction was found when Hockett and Chandler2, by treating hexa-acetyl-D-α-glucoheptonic acid nitrile with ammonia, obtained N-acetyl-D-glucofuranosyla...

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Autores principales: Deulofeu, V., Deferrari, J.O.
Formato: JOUR
Lenguaje:English
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00280836_v167_n4236_p42_Deulofeu
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Sumario:THE usual reaction product of the treatment of the acylated nitriles of aldonic acids with ammonia are the aldose diacetamides1. A variation of this reaction was found when Hockett and Chandler2, by treating hexa-acetyl-D-α-glucoheptonic acid nitrile with ammonia, obtained N-acetyl-D-glucofuranosylamine. The same product resulted from the action of ammonia on penta-acetyl-aldehydo-D-glucose. Later, Niemann and Hays3 prepared N-acetyl-D-glucofuranosylamine by the action of methanolic ammonia on penta-acetyl-D-β-glucose, a reaction that produced the transformation of the original pyranose ring of the acetylated glucose into a furanose structure. © 1951 Nature Publishing Group.