With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
To a stirred solution of (R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (231 mg, 1.07mmol), 2-(4-(bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (400mg, 1.19mmol) and sodium iodide (18mg, 0.12mmol) in acetonitrile (1 OmL) was added potassium carbonate (655mg, 4.75mmol). The reaction mixture was stirred at room temperature for 3 days, before being diluted with dichloromethane (1 OmL), filtered through cotton wool and concentrated under reduced pressure. The residue was purified by flash column chromatography (eluting with dichloromethane to 10% methanol in dichloromethane) to afford the intermediate (R)-tert-butyl 4-(4-(1 ,1 ,1 ,3,3,3-hexafluoro-2- hydroxypropan-2-yl)benzyl)-3-(hydroxymethyl)piperazine-1-carboxylate (250mg, 0.53mmol). To a stirred solution of (R)-tert-butyl 4-(4-(1 ,1 ,1 ,3,3,3-hexafluoro-2- hydroxypropan-2-yl)benzyl)-3-(hydroxymethyl)piperazine-1-carboxylate (220mg, 0.466mmol) in dichloromethane (3mL), was added trifluoroacetic acid (3mL, 38.3mmol). The reaction mixture was stirred at room temperature for 5 hours before being purified directly by SCX chromatography, eluting with 2N ammonia in methanol solution to afford the title compound (165mg). MS (ESI) m/z 373.3 [M+H]+, 278788-66-2
278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; N.V. ORGANON; WO2009/138438; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics