tert-butyl 4-(aminomethyl)-4-methylpiperidine-1-carboxylate Chemical Properties

Density 

1.002

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Appearance

gray liquid

Safety Information

RIDADR 

UN2811

tert-butyl 4-(aminomethyl)-4-methylpiperidine-1-carboxylate Usage And Synthesis

Application

4-(aminomethyl)-4-methylpiperidine-1-carboxylic acid tert-butyl ester is an ester derivative that can be used as an organic reagent.

Synthesis

General procedure for the synthesis of tert-butyl 4-(aminomethyl)-4-methylpiperidine-1-carboxylate from tert-butyl 4-cyano-4-methylpiperidine-1-carboxylate: Compound 25 (1.00 g, 4.46 mmol) was reacted with Rh/Al2O3 catalyst (300 mg, 5 wt%, 0.14 mmol) in a methanol-ammonia solution under hydrogen atmosphere (40 psi) ( 15 mL, 3.5 N NH3 in MeOH) was subjected to a shaking reaction. After completion of the reaction, the reaction mixture was filtered through a silica gel pad and the filtrate was concentrated to give the target product compound 26 (1.00 g, 98% yield).

References

[1] Patent: US2004/10013, 2004, A1. Location in patent: Page/Page column 51
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 2, p. 608 - 611
[3] Patent: WO2016/77375, 2016, A1. Location in patent: Page/Page column 151

tert-butyl 4-(aminomethyl)-4-methylpiperidine-1-carboxylate(236406-22-7)Related Product Information

• tert-butyl 4-(aMinoMethyl)-4-cyanopiperidine-1-carboxylate
• 4-Aminomethyl-4-fluoro-piperidine-1-carboxylic acid tert-butyl ester
• DL-Pipecolinic acid