Journal
SYNLETT
Volume 29, Issue 3, Pages 326-329Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1592062
Keywords
cytosporones; octaketides; TMPA; Friedel-Crafts reaction; alkylation; medicinal chemistry
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Funding
- Korea Health Technology R&D Project through the Korea Health Industry Development Institute - Ministry of Health Welfare [HI14C1135]
- Bio & Medical Technology Development Program of the NRF - Korean government, MSIP [NRF-2017M3A9C8027781]
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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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