Hydrochloric Acid → N-((5S)-5-amino-6-hydroxy-7-oxo-7-{[(1R)-1-phenylethyl]amino}heptyl)-4-morpholinecarboxamide hydrochloride

Participants

Reaction Steps

A solution of 830 mg (1.7 mmol) of tert-butyl (1S)-1-(1-hydroxy-2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)-5-[(4-morpholinylcarbonyl)amino]pentylcarbamate in 100 mL of ethyl acetate was bubbled with hydrogen chloride gas for 5 min and the reaction allowed to stir for 10 min before being conentrated under reduced pressure to afford 720 mg (>99%) of N-((5S)-5-amino-6-hydroxy-7-oxo-7-{[(1R)-1-phenylethyl]amino}heptyl)-4-morpholinecarboxamide hydrochloride. 1H NMR (300 MHz, DMSO-d6) δ 8.46 (d, J=8 Hz, 1H), 7.97 (m, 1H), 7.82 (m, 2H), 7.31 (m, 4H), 7.22 (m, 1H), 6.50 (m, 1H), 4.94 (qnt, 1H), 3.83 under water peak (m, 2H), 3.50 (t, J=5 Hz, 4H), 3.22 (t, J=5 Hz, 4H), 2.98 (m, 2H), 1.20-1.61 (m, 9H). ES-LCMS m/z 393 (M+H).

Provenance & Evidence