5431-33-4Relevant articles and documents
Selenated and Sulfurated Analogues of Triacyl Glycerols: Selective Synthesis and Structural Characterization
Ambrosi, Moira,Capperucci, Antonella,D'Esopo, Veronica,Lo Nostro, Pierandrea,Tanini, Damiano,Tatini, Duccio
supporting information, p. 2719 - 2725 (2020/03/04)
The synthesis of sulfur- and selenium-containing isosters of triacyl glycerols is herein described. Regioselective fluoride-induced ring-opening reaction of suitable substituted thiiranes with bis(trimethyl)silyl selenide, followed by in situ S- and Se-acylation with fatty acid acyl chlorides, enables the one pot synthesis of mixed chalcogeno esters in good yield. The key step of this methodology is the functionalization of S?Si and Se?Si bonds of silyl chalcogenides, generated in situ under mild conditions. A related procedure for the synthesis of functionalized selenides, bearing two thiol ester and two ester moieties, was also developed through a fine tuning of the reaction conditions. The physico-chemical properties of these novel fatty acid chalcogeno esters have been investigated through DSC, SAXS, WAXS, FTIR and polarized optical microscopy, and compared to those of the common triglycerides in order to highlight the effect of the replacement of oxygen with other chalcogen elements in the polar head of the lipid.
Fatty acid monomer, preparation method and thermoplastic macromolecule synthesized through application
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Paragraph 0028, (2017/09/02)
The invention discloses a fatty acid monomer, a preparation method and a thermoplastic macromolecule synthesized through application. Tetramethyl guanidine and other catalysts are mainly utilized to catalyze a monomer containing halogen elements (Cl, Br and I) or halogen element and fatty acid, and the fatty acid monomer and thermoplastic macromolecule are obtained through efficient reaction. The application range can be thus widened by functionally improving the obtained fatty acid monomer and thermoplastic macromolecule. The reaction process is mild in condition, the catalytic efficiency of the catalysts is very high, few side reactions is produced, products are easy to separate and purify, and the fatty acid monomer and the thermoplastic macromolecule have a very high industrial application prospect.
Efficient synthesis of 3-O-thia-cPA and preliminary analysis of its biological activity toward autotaxin
Tanaka, Ryo,Kato, Masaru,Suzuki, Takahiro,Nakazaki, Atsuo,Nozaki, Emi,Gotoh, Mari,Murakami-Murofushi, Kimiko,Kobayashi, Susumu
scheme or table, p. 4180 - 4182 (2011/08/06)
The efficient synthesis of 3-O-thia-cPAs (4a-d), sulfur analogues of cyclic phosphatidic acid (cPA), has been achieved. The key step of the synthesis is an intramolecular Arbuzov reaction to construct the cyclic thiophosphate moiety. The present synthetic route enables the synthesis of 4a-d in only four steps from the commercially available glycidol. Preliminary biological experiments showed that 4a-d exhibited a similar inhibitory effect on autotaxin (ATX) as original cPA.