1-Boc-3-(Amino)azetidine are widely used and valued as pharmaceutical intermediates. In recent years, numerous new compounds have been successfully prepared and tested through various functional group modifications, many of which exhibit good pharmaceutical activity. For example, 1-diphenylmethyl-3-aminoazacyclic butane and 1-diphenylmethyl-3-hydroxy-3-aminomethylazacyclic butane have been used in the synthesis of some antibacterial and antidepressant drugs. 1-tert-butoxycarbonyl-3-aminocyclobutane is also an important pharmaceutical intermediate used in the synthesis of IRAK-4 inhibitors.
Clear Colourless to Pale Yellow Oil
General procedure for the synthesis of tert-butyl 3-aminoazetidine-1-carboxylate from 1-BOC-3-azidoazetidine: tert-butyl 3-azidoazetidine-1-carboxylate (0.420 g, 2.19 mmol) was dissolved in EtOAc (20 mL) and 10% Pd/C (100 mg) was added. The reaction mixture was stirred under hydrogen atmosphere (balloon). After 12 h of reaction, the catalyst was removed by filtration through a diatomaceous earth pad. The filtrate was concentrated in vacuum to give a colorless oily product (1.76 g, 99% yield), which could be used in subsequent reactions without further purification.1H NMR (CDCl3): δ 1.50 (s, 9H).
[1] Patent: WO2004/74283, 2004, A1. Location in patent: Page 40
[2] Patent: US2011/166121, 2011, A1. Location in patent: Page/Page column 56
[3] Patent: US2003/229226, 2003, A1. Location in patent: Page 21-22
