Synthesis of 2-chloro-4-nitrophenyl alpha-L-fucopyranoside: a substrate for alpha-L-fucosidase (AFU)

  • Carbohydr Res. 2003 Jul 22;338(15):1603-7. doi: 10.1016/s0008-6215(03)00244-1.
Guofeng Gu  1 Yuguo Du Hongyan Hu Cheng Jin
Affiliations
  • 1. Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Academia Sinica, 18 Shuangqing Road Haidian District, P.O. Box 2871, Beijing 100085, PR China.
Abstract

An effective method to prepare the substrate of alpha-L-fucosidase (AFU) is described. Ethyl 1-thiofucoside with a free 2-OH group was used as the glycosyl donor, and there was found no self-condensed side product. The use of the HF.pyridine reagent to remove the silyl protecting group in the last step afforded a target molecule of high purity.

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