Réaction #220438

ord-a85bb5078c4840d39fad303ec875ff56

Équation de réaction

O=C(O)[C@@H](O)c1cc(F)cc(F)c1
(S)-3,5-difluoromandelic acid
CC(C)[C@H](N)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2C2=C1C=CCC2.Cl
5-(L-valinyl)amino-7-phenbutyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride
CC(C)[C@H](N)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2C2=C1C=CCC2.Cl
5-(L-Valinyl)amino-7-phenbutyl-5,7-dihydro-1H-dibenz[b,d]azepin-6-one Hydrochloride
→
CC(C)[C@H](NC(=O)[C@@H](O)c1cc(F)cc(F)c1)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2-c2ccccc21
title compound
CC(C)[C@H](NC(=O)[C@@H](O)c1cc(F)cc(F)c1)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2-c2ccccc21
5-{N′—[(S)-3,5-Difluoromandelyl]-L-valinyl}amino-7-phenbutyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

Réactifs

O=C(O)[C@@H](O)c1cc(F)cc(F)c1
(S)-3,5-difluoromandelic acid
CC(C)[C@H](N)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2C2=C1C=CCC2.Cl
5-(L-valinyl)amino-7-phenbutyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride
CC(C)[C@H](N)C(=O)NN1C(=O)C(CCCCc2ccccc2)c2ccccc2C2=C1C=CCC2.Cl
5-(L-Valinyl)amino-7-phenbutyl-5,7-dihydro-1H-dibenz[b,d]azepin-6-one Hydrochloride

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe product was purified by chromatography (silica, 1-2% MeOH/CHCl3)

Mode opératoire

Following General Procedure D and using (S)-3,5-difluoromandelic acid (Example L) and 5-(L-valinyl)amino-7-phenbutyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride (Example 7-U), the title compound was prepared. The product was purified by chromatography (silica, 1-2% MeOH/CHCl3).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07390801B2uspto-grants-2008_06