Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Oxford OX1 3TA, UK.
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, Oxford OX1 3QU, UK.
Molecules. 2019 Oct 18;24(20):3758. doi: 10.3390/molecules24203758.
A practical synthesis of the very rare sugar d-idose and the stable building blocks for d-idose, d-iduronic, and d-idonic acids from -heptonic acid requires only isopropylidene protection, Shing silica gel-supported periodate cleavage of the C6-C7 bond of the heptonic acid, and selective reduction of C1 and/or C6. d-Idose is the most unstable of all the aldohexoses and a stable precursor which be stored and then converted under very mild conditions into d-idose is easily prepared.
从 - 庚酸出发,通过异丙叉保护、Shing 硅胶负载高碘酸盐选择性断裂 C6-C7 键以及选择性还原 C1 和/或 C6,即可实现非常罕见的糖 d-idose 及其稳定的构筑块 d-iduronic 和 d-idonic 酸的实际合成。d-idose 是所有 aldose 中最不稳定的,很容易制备出一种稳定的前体,可以储存起来,然后在非常温和的条件下转化为 d-idose。