Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylateIn 2019 ,《Design, synthesis, cytotoxicity and 3D-QSAR analysis of new 3,6-disubstituted-1,2,4,5-tetrazine derivatives as potential antitumor agents》 appeared in Arabian Journal of Chemistry. The author of the article were Canete-Molina, Alvaro; Espinosa-Bustos, Christian; Gonzalez-Castro, Marcos; Faundez, Mario; Mella, Jaime; Tapia, Ricardo A.; Cabrera, Alan R.; Brito, Ivan; Aguirre, Adam; Salas, Cristian O.. The article conveys some information:
Two new series of 3-substituted-6-(2,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazines I [Ar = Ph, 3,5-dimethylphenyl, 2-naphthyl, etc.] and II [R = Ph, 4-NO2-C6H4, 2-pyridyl, etc.], and analyzed them for a potential role as antitumor agents were reported. Twenty-two compounds were obtained, and four mol. structures were determined by X-ray diffraction anal. Using flow cytometry and MTT assay, potential action on cell toxicity was determined for each of the compounds for four cancer cell lines. The potency and selectivity demonstrated by these compounds were dependent on the cancer cell line, where the following compounds were found the most promising agents against certain cell lines: compounds I [Ar = 2-naphthyl, 3-chlorophenyl] for HL-60 cells, and I [Ar = Ph, 3,5-dimethylphenyl] on HCT116 cells, I [Ar = 4-CN-C6H4] on Hela cells and II [R = 2-(3-trifluoromethyl)pyridyl] on H1975 cells. The action exerted by these compounds was comparable to the well-known cancer treatment drug etoposide and higher than vatalanib. To arrive at the structural requirements for activity on each cell line, a SAR and 3D-QSAR anal. was carried out. From the 3D-QSAR models, steric and electronic features were identified in the aromatic centers, and were key components for cytotoxic activity on HL-60 cell lines. The cytometry results suggested that some tetrazine derivatives induced apoptosis on HCT116 cells. In addition to this study using tert-Butyl 4-aminopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate) was used in this study.
tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem