1591705-19-9Relevant academic research and scientific papers
Stereoselective synthesis of α-(dichloromethyl)-amines, α-(chloromethyl)amines, and α-chloro-aziridines
Li, Desheng,Li, Ya,Chen, Zhiqiu,Shang, Huaqi,Li, Hongsen,Ren, Xinfeng
, p. 14254 - 14263 (2014)
Protocols for the stereoselective synthesis of α-(dichloromethyl) amines, α-(chloromethyl)amines, and α-chloroaziridines are presented. Diastereoselective synthesis of α-(dichloromethyl)amines was achieved based on nucleophilic dichloromethylation of aromatic N-tert-butylsulfinyl aldimines with (dichloromethyl)trimethylsilane at a low reaction temperature. Slowly warming the reaction mixture up to room temperature gave α-chloro cis-aziridines. Additionally, with Bu3SnH as the reductant, α-(dichloromethyl)amines were readily obtained from easily accessible α-(trichloromethyl)amines via mono-dechlorination. Over-reduction was successfully suppressed. Subsequent radical mono-dechlorination of the α-(dichloromethyl)amines gave the corresponding α-(chloromethyl)amines in good to excellent yields.
A preparation of chiral α-chloropivaloyl ethylenimine method
-
Paragraph 0023-0027; 0054-0059, (2018/07/10)
The invention relates to a method for preparing chiral alpha-chloroaziridine. In an organic solvent, the chiral alpha-chloroaziridine is obtained by enabling chiral (Rs)-N-(tertiary butyl sulfonyl) imide, trimethyl (methyl dichloride) silane and alkali to react for 0.5-10h at the temperature of -80 DEG C-30 DEG C. Compared with the prior art, the chiral alpha-chloroaziridine prepared by the method provided by the invention is a potential bioactive molecular synthetic building block and can be used an important intermediate to synthesize a chiral nitrogen-containing compound, such as aziridine. According to the method for preparing the chiral alpha-chloroaziridine, provided by the invention, raw materials used for preparation are economic and easy to obtain, the preparation process conditions are mild, the method is efficient, and the optical purity of the alpha-chloroaziridine prepared by the method is high. The chiral alpha-chloroaziridine prepared by the method provided by the invention is expected to be applied to the fields of asymmetric synthesis and research and development of medicines.
