Reaction #1909787

Reaction equation

3,4-dichloro-2,4-dihydroxybenzoic acid

L-phenylalanine methyl ester hydrochloride

WSC.HCl

HOBT

→

title compound

Yield 63.1%

N-(3,5-Dichloro-2,4-dihydroxybenzoyl)-L-phenylalanine methyl ester

Yield 63.1%

Solvents

DMF

triethylamine

Conditions

Workup

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

Procedure

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%).

Source