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在2-氨基-2-脱羟-D-葡萄糖的氮原子上引入2,4-二硝苯基后,其旋光性有显著的变化。自2-氨基-2-脱羟-D-葡萄糖(Ⅰ),我们获得一新的四乙酰-N-二硝苯基衍生物(Ⅲ), 该物经证明系属于吡喃糖α-型,但其旋光率比其β-端基差向异构体(Ⅳ)更向左旋,而与一般糖类α-与β-异构体之间的旋光率的关系不符。我们再观察N-二硝苯-2-胺基-2-脱羟-D-葡萄糖甲甙及其乙酰衍生物的α-与β-异构体的旋光率,也有相同的反常现象。 Hundson同旋律不完全适用于以上的N-二硝苯-D-胺基葡萄糖及其衍生物的原因可能由于C_(2)原子上N-二硝苯基对邻位C_(1)旋光性的影响所致。
After the introduction of 2,4-dinitrophenyl at the nitrogen atom of 2-amino-2-dehydroxy-D-glucose, its optical activity changes significantly. From 2-amino-2-dehydroxy-D-glucose (I) we obtain a novel tetraacetyl-N-dinitrophenyl derivative (III) which has been shown to belong to the pyranose α- However, its optical rotation is more leftward than its β-terminal epimer (IV), but not in accordance with the optical rotation between the α-and β-isomers of the general carbohydrate. We then observed the optical rotation of the α-and β-isomers of N-dinitrophenyl-2-amino-2-dehydroxy-D-glucosidoguanoside and its acetyl derivatives, with the same anomalies. The reason why Hundson is not fully applicable to the above N-dinitro-D-glucosamine and its derivatives due to the same melody may be due to the C_ (1) optical rotation of N-dinitrophenyl on the C_ (2) atom Due to the impact.