Réaction #2045023

Équation de réaction

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

Rendement 61.8%

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

Rendement 61.8%

Solvants

toluene

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source