55423-98-8Relevant academic research and scientific papers
Facile net cycloaddition approach to optically active 1,5-benzothiazepines
Fukata, Yukihiro,Asano, Keisuke,Matsubara, Seijiro
, p. 5320 - 5323 (2015)
The 1,5-benzothiazepine moiety is well-known as a versatile pharmacophore, and its derivatives are expected to have antagonism against numerous diseases. Thus, it is desirable to develop a synthetic route that enables facile enantioselective preparation of a wide range of such derivatives. Although the cycloaddition approach could be considered a possible route to these compounds, to date, there has been no precedent of such a protocol. We therefore present the first example of a highly enantioselective net [4 + 3] cycloaddition to afford 1,5-benzothiazepines by utilizing α,β-unsaturated acylammonium intermediates generated by chiral isothiourea catalysts, which undergo two sequential chemoselective nucleophilic attacks by 2-aminothiophenols. This protocol provided cycloadducts in extremely high regioselectivity, with a good-to-excellent stereoselectivity being achieved regardless of the steric and electronic properties of the substrates. This method therefore offers promising synthetic routes for the construction of a library of optically active 1,5-benzothiazepines for assay evaluation.
Thermally stable polyfunctional group polymerization inhibitor and synthesis method thereof
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Paragraph 0075-0077, (2020/11/05)
The invention relates to a thermally stable polyfunctional group polymerization inhibitor and a synthesis method thereof. The method comprises the following steps of: taking aminothiophenol as an original raw material, introducing alkyne group by adopting a coupling reaction, constructing a phenothiazine skeleton through rhodium catalysis, constructing a nitroxide free radical functional group ora phenol functional group by ester exchange, thus endowing one molecule with two polymerization inhibition groups at the same time and increasing the polymerization inhibition effect of the polymerization inhibitor. According to the present invention, different substituent groups are introduced through a benzene ring skeleton to increase the molecule branched chain and improve the thermal stability of the polymerization inhibitor at the same time, and the molecular weight of the polymerization inhibitor is increased so as to easily reduce the entrainment of the polymerization inhibitor in therefining process.
