tert-butyl N-(azetidin-3-ylmethyl)carbamate → benzyl N-[3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]azetidine-1-carboximidoyl]carbamate

Participants

Reaction Conditions

Reaction Steps

0.9 g (4.8 mmol) of 3-(N-tert-butyloxycarbonylaminomethyl) azetidine and 1.3 g (6.3 mmol) of N-benzyloxycarbonyl-O-methylisourea was mixed in 6.5 mL toluene and heated to 70° C. for 72 h and then left at room temperature for another 72 h. Evaporation followed by flash chromatography using EtOAc followed by MeOH (saturated with NH3 (g))/CH2 Cl2, 1/9, as eluent gave 0.67 g (38%) of the title compound as a white powder.

Provenance & Evidence