1344087-19-9Relevant academic research and scientific papers
Differentiating the 2,3-diols of glucopyranosides by 4,6-O-benzylidene- protected-1,2-D-glucopyranosylorthoesters strategy
Wang, Guangfa,Lu, Zhichao,Ding, Ning,Zhang, Wei,Wang, Peng,Li, Yingxia
, p. 2368 - 2373 (2011/12/04)
A facile and efficient method to differentiate the 2,3-diols of glucopyranosides based on 1,2-orthoesters strategy was developed. Stable thioglucosides were employed as the starting materials to prepare the corresponding 1,2-orthoesters. When treated with HCl aqueous solution and followed with Et3N, differentiation of the 2,3-diols was efficiently achieved along with the generation of a convertible anomeric hydroxyl group. In addition, an easy and practical method based on NOE was proposed to determine whether the 1,2-orthoesters were endo-type or exo-type.
