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Citation: WANG Zhao-Xia, YAN Jing, TANG Yan-Hui, WENG Xiao-Min, CHEN Guo-Rong. Synthesis of 4-Hydroxyphenyl-1'-O-Dglucopyranoside under Solid Acid Catalysis[J]. Chinese Journal of Applied Chemistry, ;2007, 24(7): 774-777. shu

Synthesis of 4-Hydroxyphenyl-1'-O-Dglucopyranoside under Solid Acid Catalysis

1.
Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237

Corresponding author: TANG Yan-Hui,
Received Date: 10 August 2006
Available Online: 10 February 2007
Fund Project: 国家自然科学基金资助项目(20576034) (20576034)上海科技委员会资助项目(05SR07102) (05SR07102)

A new greeen chemosynthesis of 4-hydroxyphenyl-1'-O-D-glucopyrano-side,arbutin and its anomer α-arbutin,is reported.With solid acid,montmorillonite K-10 or 4A molecular sieves as catalysts,benzyl-protected donor (2) or α-trichloroacetimidate (3) was glycosylated with hydroquinone to obtain intermediate (4) in a yield of 86%,and then compound (1) was quantitatively obtained after the deprotection.This method is very benign to environment.The structure of compound (4) was confirmed by IR,MS,¹H NMR and elemental analysis,and the data of target compound (1) are the same as those from references.
- solid acid,
- arbutin,
- 4A Molecular sieve,
- montmorillonite K-10,
- glycosylation
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