反应 #632040

ord-1abb1872725648b6a0755d13c9519520

反应方程式

CP(=O)(O)CCCN
3-aminopropylmethylphosphinic acid
CC(OC(=O)OC1CC(=O)NC1=O)OC(=O)C(C)C
compound ( 17 )
CC(OC(=O)OC1CC(=O)NC1=O)OC(=O)C(C)C
[(1-Isobutanoyloxyethoxy)carbonyloxy] Succinimide
CC(OC(=O)NCCCP(C)(=O)O)OC(=O)C(C)C
title compound ( 111 )
CC(OC(=O)NCCCP(C)(=O)O)OC(=O)C(C)C
3-{[1-Isobutanoyloxyethoxy]carbonylamino}propyl Methylphosphinic Acid

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent was removed under reduced pressure
  2. 2
    其他the residue was purified by preparative HPLC

实验过程

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)−.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07935686B2uspto-grants-2011_05