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Short Synthesis of the Antidiabetic Octaketide Ethyl 2-(2,3,4-Trimethoxy-6-octanoylphenyl) acetate

Authors
Sun, WeiYuan, YueLee, BitJun, Hee-SookShin, DongyunSeo, Seung-Yong
Issue Date
Feb-2018
Publisher
GEORG THIEME VERLAG KG
Keywords
cytosporones; octaketides; TMPA; Friedel-Crafts reaction; alkylation; medicinal chemistry
Citation
SYNLETT, v.29, no.3, pp.326 - 329
Journal Title
SYNLETT
Volume
29
Number
3
Start Page
326
End Page
329
URI
https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/4112
DOI
10.1055/s-0036-1592062
ISSN
0936-5214
Abstract
A facile and practical approach for the synthesis of ethyl 2(2,3,4-trimethoxy-6-octanoylphenyl) acetate, an antidiabetic octaketide analogue of cytosporone B, is described. Unlike known approaches for the synthesis of cytosporones and their analogues, the key step of the developed route is a Friedel-Crafts alkylation of 1-(3,4,5-trimethoxyphenyl) octan-1-one with ethyl chloro(methylthio) acetate, followed by desulfurization.
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