Synthesis of the 1-Amino-Alditols Derived from Cellobiose, Lactose and Maltose. A Comprehensive NMR Study of Some Alditols and Amino-Alditols

Synthesis of the 1-Amino-Alditols Derived from Cellobiose, Lactose and Maltose. A Comprehensive NMR Study of Some Alditols and Amino-Alditols
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由纤维二糖、乳糖和麦芽糖衍生的 1-氨基-糖醇的合成。

DOI:
10.1080/07328309208018272
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发表时间:
1992
影响因子:
1
通讯作者:
K. Bock
K. Bock
中科院分区:
化学4区
文献类型:
--
作者:
I. Christiansen;M. Meldal;K. Bock

文献摘要

被引文献

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以纤维二糖、乳糖和麦芽糖为原料,经苄胺还原胺化,然后在常压氢气下催化脱除苄基,合成了克量的1 -氨基糖醇,产率为80-90%。用NMR对1 -氨基糖醇、纤维二糖、乳糖和六种低聚木糖(d.p.2 -7)的直接还原产物进行了表征。结合1D 1H和13 C光谱以及2D 1H−1H COSY和13 C −1H相关实验进行了归属和分析。给出了氨基糖醇的13 C化学位移pH滴定曲线。
Abstract Gram quantities of the 1 -amino-alditols derived from cellobiose, lactose and maltose were synthesized in 80–90% yield via a reductive amination with benzylamine and subsequent catalytic removal of the benzyl group at atmospheric hydrogen pressure. The 1 -amino-alditols together with the products from direct reduction of cellobiose, lactose and six rnaltooligosaccharides (d.p. 2–7) were fully characterized by NMR. Assignment and analysis was done from a combination of 1D 1H and 13C spectra and 2D 1H−1H COSY and 13C−1H correlation experiments.13C chemical shift pH titration curves for the amino-alditols are Presented.