Reacción #2045023

Ecuación de reacción

2-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]propionic acid methyl ester

2-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-propionic acid methyl ester

2-(4-Isocyanato-phenoxy)-propionic acid methyl ester

→

34

Rendimiento 61.8%

2-(4-{2-[4-(1-Methoxycarbonyl-ethoxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-propionic acid methyl ester

Rendimiento 61.8%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONToluene was distilled off
2. 2
   workup.ADDITIONwater (50 ml) was added
3. 3
   FiltraciónThe solids were filtered
4. 4
   Otrodried
5. 5
   Otroto give crude 34, which
6. 6
   Otrowas purified by column chromatography on silica gel

Procedimiento

To 2-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]propionic acid methyl ester 33 (5 g, 17.66 mmol) in toluene (50 ml) was added 2-(4-Isocyanato-phenoxy)-propionic acid methyl ester 32 (3.9 g, 17.64 mmol) at room temperature and heated to 60° C. for 30 hours. Toluene was distilled off and water (50 ml) was added. The solids were filtered and dried to give crude 34, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 34 (5.5 g, 61.8%) as a white powder. M.p: 98-100° C.

Fuente