New synthesis of syn-stereodiad building block for polyketides. Formal synthesis of arenamides A and C

作者: D. G. Shklyaruck

DOI: 10.1134/S107042801504020X

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摘要: An efficient procedure has been developed for the transformation of (7S)-7-(3-bromoprop-1-en-2-yl)-5,5-dimethyl-4,6-dioxaspiro[2.5]octane [available from diethyl (S)-malate] into methyl 2-[(4S)-2,2-dimethyl-5-methylidene-1,3-dioxan-4-yl]acetate, and conditions diastereoselective reduction double C=C bond in latter have optimized. The product converted (3S,4S)-3-[tert-butyl(dimethyl)siloxy]-4-methyldecanoic acid which is a building block synthesis arenamides A C, natural compounds possessing pronounced antitumor activity efficiently inhibiting nitrogen(II) oxide prostaglandin E2 (PGE2).

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