tert-butyl N-(4-aminobutyl)carbamate → HCID 86718992, compound

Participants

Reaction Conditions

Reaction Steps

To 4-nitrophenyl chloroformate (1.008 g, 5.00 mmol) in THF (25.00 mL) at 0° C. was added ethyl carbazate (0.521 g, 5 mmol) and triethylamine (1.525 mL, 11.00 mmol). The mixture was stirred at 0° C. for 1 hour. Then N-Boc-1,4-butanediamine (1.148 mL, 6.00 mmol) was added. The mixture was stirred at room temperature for 1 hour. Water was then added, extracted twice with ethyl acetate, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography (0-10% MeOH/CH2Cl2) giving ethyl 13,13-dimethyl-4,11-dioxo-12-oxa-2,3,5,10-tetraazatetradecan-1-oate (I-8a: 1.045 g, 66%) as a white solid. LC-MS (M+1) 319.1, t=0.92 minute.

Provenance & Evidence