专利号:EP-4092127-A1 优先权日:2021-05-18 标题:Enzyme-catalytic method for the direct stereoselective synthesis of gamma-(acyloxy) carboxylic acids 发明人:PARVE JAAN; KUDRJASHOVA MARINA; GATHERGOOD NICHOLAS; PARVE OMAR 权利人:TALLINN UNIV OF TECHNOLOGY 摘要:The present invention is a method for the stereoselective straightforward synthesis of gamma-acyloxy carboxylic acids of novel structure starting from racemic gamma-hydroxy carboxylic acid salts that are obtained by alkaline hydrolysis of the racemic gamma-lactones. The salt is acylated by enzyme catalysis in an organic solvent containing an acyl donor and an immobilised lipase, on stirring at room temperature (ca 20 °C) until reaching the conversion rate required. After that, the reaction mixture is acidified and extracted and the product treated with catalytic amount of para-toluenesulfonic acid in toluene during the time required for the relactonisation of the unreacted salt enantiomer. Thereafter, the target gamma-acyloxy carboxylic acid formed from one enantiomer of the starting compound and relactonised gamma-lactone formed from the other, unreacted enantiomer of the starting compound are isolated using a routine separation method, such as distillation, extraction with NaHCO3 water solution followed by acidification or column chromatography.
专利号:US-8653223-B2 优先权日:2008-04-16 标题:Transketalized compositions, synthesis, and applications 发明人:SELIFONOV SERGEY; GOETZ ADAM EDWARD; JING FENG 权利人:SELIFONOV SERGEY; GOETZ ADAM EDWARD; JING FENG; SEGETIS INC 摘要:Ketal compounds of the structure I n nand a method of preparation of the compound from polyols and oxocarboxylates, as well as uses thereof.
专利号:US-8546519-B2 优先权日:2007-10-09 标题 :Polyketal compounds, synthesis, and applications 发明人:SELIFONOV SERGEY; ROTHSTEIN SCOTT D; WICKS DOUGLAS A; MULLEN BRIAN D; MULLEN TARA J; PRATT JASON D; WILLIAMS CHARLES T; WU CHUNYONG; ZHOU NING 权利人:SELIFONOV SERGEY; ROTHSTEIN SCOTT D; WICKS DOUGLAS A; MULLEN BRIAN D; MULLEN TARA J; PRATT JASON D; WILLIAMS CHARLES T; WU CHUNYONG; ZHOU NING; SEGETIS INC 摘要:The invention relates to polyketal compounds. The compounds are synthesized by the selective ketalization of oxocarboxylic acids, e.g. keto acids and semialdehydes, and esters thereof with tetrols and higher polyols that products two or more cyclic ketal ester moieties per molecule, wherein the cyclic ketal moieties are situated in a bis-, tris-, or polyketal conformation. The invention further relates to applications of these compounds and subsequent reactions thereof.
专利号:GB-2595261-A 优先权日:2020-05-19 标题:Enzyme-catalytic method for the direct stereoselective synthesis of gamma-(acetyloxy) carboxylic acids
专利号:US-3051723-A 优先权日:1961-06-27 标题 :Synthesis of 3-indolealkanoic acid compounds 发明人:FRITZ HENRY E 权利人:UNION CARBIDE CORP
专利号:US-2021198197-A1 优先权日:2019-12-03 标题:Method for synthesizing indomethacin and analogue thereof 发明人:CHEN ZHILONG; LU HELIN 权利人:UNIV HUAZHONG SCIENCE TECH 摘要:The present disclosure belongs to the technical field of indomethacin synthesis, and discloses a method for synthesizing an indomethacin and an analogue thereof. The method for synthesizing an indomethacin and an analogue thereof includes steps of: introducing an alkyl group, an aromatic ring or a heteroaromatic ring directly at the C2 position of indole, a carboxylic acid fragment at the C3 position of the indole, and an aroyl group at the N1 position of the indole through palladium-catalyzed reactions. The present disclosure solves a problem: most of the existing indomethacin synthesis methods are achieved by construction of an indole ring and modification; simple structural changes of an indomethacin molecule based on this synthetic strategy often require de novo synthesis; the late modification and structure-activity relationship study of the indomethacin molecule have lengthy synthetic steps.
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合成参考文献
参考文献:10.1038/s41429-018-0063-x 摘要:Yang SQ, Li XM, Xu GM, Li X, An CY, Wang BG. Antibacterial anthraquinone derivatives isolated from a mangrove-derived endophytic fungus Aspergillus nidulans by ethanol stress strategy. J Antibiot (Tokyo). 2018 Sep;71(9):778–84. doi: 10.1038/s41429-018-0063-x.