Reacción #52956

ord-8da01595314b4661810b4f23035bf727

Ecuación de reacción

COc1cc(CCO)cc(OC)c1B(O)O
2,6-Dimethoxy-4-(2-hydroxyethyl)benzeneboronic acid
CCOC(=O)[C@H](Cc1ccc(Br)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-dichlorobenzoyl)-4-bromo-L-phenylalanine ethyl ester
→
CCOC(=O)[C@H](Cc1ccc(-c2c(OC)cc(CCO)cc2OC)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-dichlorobenzoyl)-4-[2,6-dimethoxy-4-(2-hydroxyethyl)phenyl]-L-phenylalanine ethyl ester

Reactantes

COc1cc(CCO)cc(OC)c1B(O)O
2,6-Dimethoxy-4-(2-hydroxyethyl)benzeneboronic acid
CCOC(=O)[C@H](Cc1ccc(Br)cc1)NC(=O)c1c(Cl)cccc1Cl
N-(2,6-dichlorobenzoyl)-4-bromo-L-phenylalanine ethyl ester

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

2,6-Dimethoxy-4-(2-hydroxyethyl)benzeneboronic acid was coupled with N-(2,6-dichlorobenzoyl)-4-bromo-L-phenylalanine ethyl ester according to the procedure described in Example 8-3) to yield 1.3 g of N-(2,6-dichlorobenzoyl)-4-[2,6-dimethoxy-4-(2-hydroxyethyl)phenyl]-L-phenylalanine ethyl ester. ESMS: m/z 546 (MH+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06855843B2uspto-grants-2005_02