Réaction #61311

ord-2332f716a30042dfad44534e29d04ebd

Équation de réaction

CC(=O)N1CC2CC(c3ccc(OCCOc4cc(F)ccc4Br)cc3)=C(C(=O)O)C(C1)N2C(=O)OC(C)(C)C(Cl)(Cl)Cl

3-Acetyl-7-{4-[2-(2-bromo-5-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-6,9-dicarboxylic acid 9-(2,2,2-trichloro-1,1-dimethyl-ethyl) ester

CCOC(=O)C1=C(c2ccc(OCCOc3cccc(F)c3Cl)cc2)CC2CN(C(C)=O)CC1N2C(=O)OC(C)(C)C(Cl)(Cl)Cl

bicyclononene

3-Acetyl-7-{4-[2-(2-chloro-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-6,9-dicarboxylic acid 6-ethyl ester 9-(2,2,2-trichloro-1,1-dimethylethyl) ester

NaOH

→

CC(=O)N1CC2CC(c3ccc(OCCOc4cc(F)ccc4Cl)cc3)=C(C(=O)O)C(C1)N2C(=O)OC(C)(C)C(Cl)(Cl)Cl

3-Acetyl-7-{4-[2-(2-chloro-5-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo-[3.3.1]non-6-ene-6,9-dicarboxylic acid 9-(2,2,2-trichloro-1,1-dimethylethyl) ester

Réactifs

BN2

3-Acetyl-7-{4-[2-(2-bromo-5-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-6,9-dicarboxylic acid 9-(2,2,2-trichloro-1,1-dimethyl-ethyl) ester

bicyclononene

3-Acetyl-7-{4-[2-(2-chloro-fluorophenoxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-6,9-dicarboxylic acid 6-ethyl ester 9-(2,2,2-trichloro-1,1-dimethylethyl) ester

NaOH

Réactifs

Aucun

Solvants

EtOH

Conditions de réaction

Conditions détaillées

See reaction.notes.procedure_details.

Traitement

1
AutreThe crude title compound (1.90 g, 74%) was used ftther without purification

Mode opératoire

As described for compound BN2, but from bicyclononene BM10 (2.82 g, 3.94 mmol), aq. 1M NaOH (30 mL) and EtOH (70 mL). The crude title compound (1.90 g, 74%) was used ftther without purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07427613B2uspto-grants-2008_09