364782-34-3Relevant articles and documents
Creating High Regioselectivity by Electronic Metal-Support Interaction of a Single-Atomic-Site Catalyst
Jing, Hongyu,Li, Jiong,Li, Wen-Hao,Li, Yadong,Wang, Dingsheng,Wang, Yu,Yang, Jiarui,Zhang, Jian,Zhao, Jie
, p. 15453 - 15461 (2021/09/30)
Ligands are the most commonly used means to control the regioselectivity of organic reactions. It is very important to develop new regioselective control methods for organic synthesis. In this study, we designed and synthesized a single-atomic-site catalyst (SAC), namely, Cu1-TiC, with strong electronic metal-support interaction (EMSI) effects by studying various reaction mechanisms. π cloud back-donation to the alkyne on the metal catalytic intermediate was enhanced during the reaction by using transient electron-rich characteristics. In this way, the reaction achieved highly linear-E-type regioselective conversion of electronically unbiased alkynes and completely avoided the formation of branched isomers (ln:br >100:1, TON up to 612, 3 times higher than previously recorded). The structural elements of the SACs were designed following the requirements of the synthesis mechanism. Every element in the catalyst played an important role in the synthesis mechanism. This demonstrated that the EMSI, which is normally thought to be responsible for the improvement in catalytic efficiency and durability in heterogeneous catalysis, now first shows exciting potential for regulating the regioselectivity in homogeneous catalysis.
Cinacalcet intermediate and synthesis method of cinacalcet hydrochloride
-
Paragraph 0155; 0158; 0171-0173, (2021/07/17)
The invention relates to a cinacalcet intermediate and a synthesis method of cinacalcet hydrochloride. The synthesis method of cinacalcet hydrochloride comprises the steps of (c) in an organic solvent, carrying out olefin metathesis reaction on a compound N-III and a compound B-2 under the action of a catalyst to obtain a compound C-I; (d) carrying out hydrogenation reduction reaction on the compound C-I to obtain a compound C-II; and (e) removing an amino protecting group from the compound C-II, and salifying with hydrogen chloride to obtain cinacalcet hydrochloride. The method has the advantages of high yield, high chemical purity and optical purity of the product, simple post-treatment process, simple and easily available raw materials, and facilitation of industrial production. The reaction formula is shown in the description, wherein R is selected from t-butyloxycarbonyl, benzoyl and carbobenzoxy.
Preparation method of cinacalcet hydrochloride
-
, (2020/10/05)
The invention relates to a preparation method of cinacalcet hydrochloride. The preparation method comprises the following steps: taking m-trifluoromethyl benzaldehyde, hydantoin and (R)-1-(1-naphthyl)ethylamine as raw materials, performing condensation, hydrolysis, amidation and reduction reaction to prepare cinacalcet, and reacting cinacalcet with hydrochloric acid to prepare cinacalcet hydrochloride. Compared with an existing synthesis method of cinacalcet hydrochloride, the preparation method is short in route and low in raw material cost, the adopted condensing agent is oxalyl chloride and thionyl chloride, which are low in price, the adopted reducing agent is sodium borohydride, which is low in price, a precious metal catalyst (palladium on carbon) is not used, the hydrogenation reaction step is avoided, the requirement for equipment is low, normal-pressure reaction operation can be adopted, and the method is suitable for large-scale industrial production.