Short Synthesis of the Antidiabetic Octaketide Ethyl 2-(2,3,4-Trimethoxy-6-octanoylphenyl) acetate
- Authors
- Sun, Wei; Yuan, Yue; Lee, Bit; Jun, Hee-Sook; Shin, Dongyun; Seo, 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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