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黄酮类7 - O - 糖苷的简便合成

Facile synthesis of flavonoid 7-O-glycosides.

作者信息

Li Ming, Han Xiuwen, Yu Biao

机构信息

State Key Laboratory of Catalyst, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.

出版信息

J Org Chem. 2003 Aug 22;68(17):6842-5. doi: 10.1021/jo034553e.

DOI:10.1021/jo034553e
PMID:12919064
Abstract

Highly regioselective removal of the 7-O-acyl groups of the peracylated flavones, isoflavones, and flavonols (PhSH, imidazole, NMP) followed by effective glycosylation with glycosyl trifluoroacetimidates (BF(3).Et(2)O) and cautious deprotection of the acyl groups under basic conditions afforded the desired 7-O-flavonoid glycosides in satisfactory yields.

摘要

在N-甲基吡咯烷酮(NMP)中,使用苯硫酚(PhSH)和咪唑,对全酰化的黄酮、异黄酮和黄酮醇的7-O-酰基进行高度区域选择性脱除,随后用糖基三氟乙酰亚胺酯(BF(3).Et(2)O)进行有效糖基化,并在碱性条件下小心地脱除酰基,从而以令人满意的产率得到了所需的7-O-黄酮类糖苷。

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