Morita, M; Tanabe, S; Arai, T; Kobayashi, Y in [Morita, Masao; Tanabe, Shuhei; Arai, Tomoya; Kobayashi, Yuichi] Tokyo Inst Technol, Dept Bioengn, Midori Ku, Box B-52,Nagatsuta Cho 4259, Yokohama, Kanagawa 2268501, Japan published Synthesis of Resolvin D6 and the Silyl Ether of the Resolvin E2 Methyl Ester via trans -Enynyl Alcohols in 2019.0, Cited 24.0. Recommanded Product: 62-23-7. The Name is 4-Nitrobenzoic acid. Through research, I have a further understanding and discovery of 62-23-7.
Two trans -enynyl alcohol intermediates corresponding to the C1-C8 and C13-C22 parts of resolvin D6 (RvD6) were prepared through the Hudrlik-Peterson reaction of the TMS-substituted trans -epoxy alcohols with TMS-acetylide and subsequent TMS-desilylation. These intermediates were coupled with a 1,4-dihalo-2-butyne derivative under copper catalysis, and the resulting acetylene was reduced with Zn(Cu/Ag) to afford the TBS ether of RvD6 methyl ester. Desilylation with TBAF yielded the gamma-lactone of RvD6, which was hydrolyzed to RvD6. The total yield of RvD6 was 1.9% in 19 steps from (3-trimethylsilyl)propargyl alcohol. The TBS ether of RvE2 methyl ester was also synthesized.
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Reference:
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