Chemical Properties
white crystalline low melting solid
Uses
Reactant for synthesis of:• ;Ursolic acid derivatives1• ;Amodiaquine analogues for treatment of cerebral malaria2• ;Spiroimidazolidinone NPC1L1 inhibitors3• ;Piperazinyl glutamate pyridines as orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation4• ;Neurokinin-2 receptor antagonists5• ;Hepatitis C virus NS5B polymerase inhibitors6
Uses
4-Piperidineethanol have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAK
Uses
4-Piperidineethanol have been used as a intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAK
Synthesis
Lithium tetrahydroaluminum (0.06 mol) was added to ice-bath cooled anhydrous tetrahydrofuran (80 mL) under nitrogen protection, followed by the slow addition of crushed 4-piperidineacetic acid (4.95 g, 0.03 mol), and the temperature of the reaction was controlled to be no more than 30 °C. The reaction mixture was stirred at 25 °C overnight. Upon completion of the reaction, the system was cooled to 0 °C and water (3 mL), 30% aqueous sodium hydroxide solution (3 mL), and water (3 mL) were added sequentially and slowly dropwise. The resulting mixture was continued to be stirred at 25 °C for 30 min. Finally, the solvent was removed by distillation under reduced pressure to give 2.23 g of light yellow solid product in 62.5% yield.
References
[1] Patent: CN103755686, 2016, B. Location in patent: Paragraph 0099; 0100