Reaktion #167758

ord-fcd5ed3f568e4cf29d9b2b1918b3a1ac

Reaktionsgleichung

CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)OC(C)(C)C)c(N)c1
compound 21
CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)OC(C)(C)C)c(N)c1
tert-butyl 2-amino-4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3-(dimethylhydrazono)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoate
Cl
hydrochloric acid
Cc1ccccc1
toluene
→
CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)O)c(N)c1
title compound
Ausbeute 87.3%
CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)O)c(N)c1
2-amino-4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3-(dimethylhydrazono)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoic acid
Ausbeute 87.3%

Edukte

CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)OC(C)(C)C)c(N)c1
compound 21
CCC[C@@H](NC(=O)N1CC(=NN(C)C)NC[C@H](Cc2cc(Cl)ccc2OC)C1=O)c1ccc(C(=O)OC(C)(C)C)c(N)c1
tert-butyl 2-amino-4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3-(dimethylhydrazono)-7-oxo-1,4-diazepan-1-yl]carbonyl}amino)butyl]benzoate
Cl
hydrochloric acid
Cc1ccccc1
toluene

Reagenzien

Keine

Lösungsmittel

CC(=O)O
acetic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationthe precipitated solid was collected by filtration

Vorschrift

To the compound 21 (16 mg), 1 M hydrochloric acid in acetic acid solution was added, and the mixture was stirred at room temperature for 4 hours. To the reaction solution, toluene (5 ml) was added and the precipitated solid was collected by filtration to obtain the title compound (12.7 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846660B2uspto-grants-2014_09