Reacción #1624

ord-37aef411031a48079180fe910acb60fa

Ecuación de reacción

CCOP(=O)(COc1ccc(CCNC(=O)OC(C)(C)C)cc1)OCC
4-(2-t-Butoxycarbonylaminoethyl)phenoxymethylphosphonic acid, diethyl ester
CCOP(=O)(COc1ccc(CCN)cc1)OCC
title compound
CCOP(=O)(COc1ccc(CCN)cc1)OCC
4-(2-Aminoethyl)phenoxymethylphosphonic acid, diethyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe solution was concentrated under reduced pressure and product
  2. 2
    Otrodried under in vacuo
  3. 3
    Extracciónextracted with dichloromethane containing a small proportion of methanol (5×100 ml)
  4. 4
    SecadoThe combined organic layers were dried over sodium sulfate
  5. 5
    Otroevaporated to dryness

Procedimiento

4-(2-t-Butoxycarbonylaminoethyl)phenoxymethylphosphonic acid, diethyl ester (2.856 g, 9.95 mMol) in methylene chloride (300 ml) and trifluoracetic acid (16 ml) was stirred at room temperature for 5 h. The solution was concentrated under reduced pressure and product dried under in vacuo. The trifluoacetic acid salt was neutralized with aqueous sodium carbonate and extracted with dichloromethane containing a small proportion of methanol (5×100 ml). The combined organic layers were dried over sodium sulfate and evaporated to dryness to give the title compound as a pale yellow gum.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726165uspto-grants-1998_03