tert-Butyl (3-aminopropyl)carbamate → HCID 21022371, compound

Participants

Reaction Conditions

Reaction Steps

A reaction mixture of 32 and N-Boc-1,3-diaminopropane (800 μl) in EtOH (10 ml) was heated at 90° C. for 14 h, then cooled to room temperature and purified by preparative HPLC to give 33 (350 mg) at the yield of 52% for two steps. 33 had an analytical HPLC retention time=3.03 min. (Column: YMC S5 Combiscreen 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.2% H3PO4; Solvent B=90% MeOH, 10% H2O, 0.2% H3PO4) 1H-NMR (400 MHz, CDCl3): δ 7.25–7.41 (m, 5H), 5.80 (d, J=16.41 Hz, 1H), 5.16 (d, J=16.41 Hz, 1H), 5.04 (brs, 1H), 4.66 (t, J=5.82 Hz, 1H), 3.11 (m, 2H), 2.89 (s, 3H), 2.72 (m, 1H), 2.57 (m, 1H), 2.02 (m, 2H), 2.74 (m, 2H), 1.43 (s, 9H), 0.84 (t, J=7.36 Hz, 3H).

Provenance & Evidence