Réaction #632040

Équation de réaction

3-aminopropylmethylphosphinic acid

compound ( 17 )

[(1-Isobutanoyloxyethoxy)carbonyloxy] Succinimide

→

title compound ( 111 )

3-{[1-Isobutanoyloxyethoxy]carbonylamino}propyl Methylphosphinic Acid

Solvants

acetonitrile

water

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was removed under reduced pressure
2. 2
   Autrethe residue was purified by preparative HPLC

Mode opératoire

A solution of 3-aminopropylmethylphosphinic acid (137 mg, 1 mmol) and compound (17) (301 mg, 1 mmol) in acetonitrile (5 mL) and water (0.5 mL) was stirred at ambient temperature for 16 h. The solvent was removed under reduced pressure and the residue was purified by preparative HPLC to afford the title compound (111) as a white solid. 1H NMR (CDCl3, 400 MHz): δ 7.69 (br, 1H), 6.77 (q, 1H, J=5.2 Hz), 3.27 (t, 2H, J=6 Hz), 2.53 (m, 1H), 1.83-1.73 (m, 4H), 1.45 (m, 6H), 1.15 (d, 6H, J=7.2 Hz). MS (ESI) m/z 296.1 (M+H)+, 294.1 (M−H)−.

Source