Reacción #1909787

ord-a7e1308cf54448cca57929d0b63ed123

Ecuación de reacción

O=C(O)C1=C(O)C(Cl)C(O)(Cl)C=C1
3,4-dichloro-2,4-dihydroxybenzoic acid
COC(=O)[C@@H](N)Cc1ccccc1.Cl
L-phenylalanine methyl ester hydrochloride
CCN=C=NCCCN(C)C.Cl
WSC.HCl
On1nnc2ccccc21
HOBT
COC(=O)[C@H](Cc1ccccc1)NC(=O)c1cc(Cl)c(O)c(Cl)c1O
title compound
Rendimiento 63.1%
COC(=O)[C@H](Cc1ccccc1)NC(=O)c1cc(Cl)c(O)c(Cl)c1O
N-(3,5-Dichloro-2,4-dihydroxybenzoyl)-L-phenylalanine methyl ester
Rendimiento 63.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThen, the mixture was post-treated in the same manner as in the above Example 1, (Step 5)

Procedimiento

To a solution of 3,4-dichloro-2,4-dihydroxybenzoic acid (17 g), L-phenylalanine methyl ester hydrochloride (19.8 g), WSC.HCl (17.6 g) and HOBT (12.4 g) in DMF (70 ml) was added dropwise triethylamine (12.8 ml) at room temperature, and the mixture was stirred for 16 hours. Then, the mixture was post-treated in the same manner as in the above Example 1, (Step 5) to give the title compound (18.32 g, yield 57%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE039088E1uspto-grants-2006_05