Reaktion #1785954

ord-3fa4578bc3c549c8814f6d87e2bbdbd0

Reaktionsgleichung

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid
c1ccc(CNCCNCc2ccccc2)cc1
N,N′-dibenzylethylenediamine
→
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21.c1ccc(CNCCNCc2ccccc2)cc1
title compound
Ausbeute 89.3%
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21.c1ccc(CNCCNCc2ccccc2)cc1
(R)-2-[3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodi azepin-3-yl)ureido]phenyl]-2-methylpropionic acid N,N′-dibenzylethylenediamine salt
Ausbeute 89.3%

Edukte

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid
c1ccc(CNCCNCc2ccccc2)cc1
N,N′-dibenzylethylenediamine

Reagenzien

Keine

Lösungsmittel

CC#N
acetonitrile

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISSOLUTIONwere then dissolved
  2. 2
    Temperaturunder heat
  3. 3
    SonstigeCrystals so precipitated
  4. 4
    Filtrationwere collected by filtration
  5. 5
    Sonstigedried

Vorschrift

(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid (158 mg) and N,N′-dibenzylethylenediamine (67 mg) were added to acetonitrile (2 mL), and were then dissolved under heat. The reaction mixture was allowed to stand. Crystals so precipitated were collected by filtration and dried, whereby the title compound (200 mg) was obtained. Yield: 89%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06344452B1uspto-grants-2002_02