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ChemicalBook CAS DataBase List CALYCOSIN 7-O-GLUCOSIDE
20633-67-4

CALYCOSIN 7-O-GLUCOSIDE synthesis

5synthesis methods
Calycosin-7-glucoside is mainly used to improve immune function, enhance antioxidant, anti-radiation and anti-cancer effects, and protect cardiovascular and cerebrovascular, liver, kidney and lung effects. Its synthesis method is that : The 3'-acetoxy-7-O-β-D-tetraacetylglucosamine isoflavone glycosides in methanol and sodium methoxide were stirred and reacted, and the mixture was neutralized and purified with 732 cation exchange resin to obtain Calycosin-7-glucoside.
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Yield:-

Steps:

Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 12 h / 0 - 20 °C
2: potassium carbonate / dichloromethane; methanol / 8 h / 20 °C
3: potassium carbonate; tetrabutylammomium bromide / N,N-dimethyl-formamide; acetone / 24 h / 20 °C / Inert atmosphere
4: sodium methylate / methanol / 2 h / 0 °C

References:

Chinese Academy Of Sciences Shanghai Pharmaceutical Institute;Huang Chenggang;Li Zhixiong;Zhang Yucheng;Gao Yu;Xie Yang;Tian Xiaoting;Hu Pei;Chen Mingcang;Sun Zhaolin CN106749453, 2017, A

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