Efficient synthesis of thioglycosylated kojic acid by s-glycosyl isothiouronium salts

Efficient synthesis of thioglycosylated kojic acid by s-glycosyl isothiouronium salts
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s-糖基异硫脲盐高效合成硫代糖基化曲酸

DOI:
10.1080/07328303.2016.1261881
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发表时间:
2016-09
影响因子:
1
通讯作者:
Peng Shen
Peng Shen
中科院分区:
化学4区
文献类型:
--
作者:
zhimeng wu;Aijie Cao;Wenzhang Ding;Tao Zhu;Peng Shen

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GRAPHICAL ABSTRACT ABSTRACT In this study, 7-S-glycosides of kojic acid were designed and synthesized as mimics of its 7-O-glycosides to improve its water solubility and metabolic stability. To achieve this synthesis, a one-pot approach involving S-glycosyl isothiouronium salts generated in situ as key intermediates was developed by using 7-chloro-kojic acid as the alkylation reagent. A series of water soluble 7-S-glycosides of kojic acid, incorporating monosaccharides and disaccharides, were prepared using this protocol. Thus, this work offers a mild, convenient, and efficient approach for the synthesis of 7-S-glycosides of kojic acid in medium to good yields.
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期刊: ChemInform
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