Reacción #79444

ord-a496ed6aec304f68915dfbe7dd5050ff

Ecuación de reacción

O=C(Cl)c1ccc(Cl)c(Cl)c1
3,4-dichlorobenzoyl chloride
O=C(N[C@@H](Cc1c[nH]cn1)C(=O)O)OCC1c2ccccc2-c2ccccc21
Fmoc-L-histidine
CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
Fmoc-L-leucine
O=Cc1cccs1
thiophene-2-carboxaldehyde
→
Cc1ccccc1C(=O)N1C(c2ccco2)C(C(=O)O)CC1(Cc1c[nH]cn1)C(=O)O
title compound
Cc1ccccc1C(=O)N1C(c2ccco2)C(C(=O)O)CC1(Cc1c[nH]cn1)C(=O)O
5-Furan-2-yl-2-(1H-imidazol-4-ylmethyl)-1-(1-o-tolyl-methanoyl)-pyrrolidine-2,4-dicarboxylic acid

Reactantes

O=C(Cl)c1ccc(Cl)c(Cl)c1
3,4-dichlorobenzoyl chloride
O=C(N[C@@H](Cc1c[nH]cn1)C(=O)O)OCC1c2ccccc2-c2ccccc21
Fmoc-L-histidine
CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
Fmoc-L-leucine
O=Cc1cccs1
thiophene-2-carboxaldehyde

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Following the procedure of Example 28(a)-28(d), except beginning with Wang bound Fmoc-L-histidine (Trt) instead of Wang bound Fmoc-L-leucine, and substituting furan-2-carboxaldehyde for thiophene-2-carboxaldehyde, and substituting o-toluoyl chloride for 3,4-dichlorobenzoyl chloride, the title compound was prepared as a solid. MS [M+H]+424.4

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06713502B2uspto-grants-2004_03