Reacción #1282168

ord-e0343e6ff11341ed80257f14ef59b12f

Ecuación de reacción

Cl
HCl
CC(=O)O.Cl
HCl AcOH
CO
MeOH
CC(C)(C)OC(=O)N[C@@H](CCCNC(=N)N)C(=O)O
BOC-Arg
→
N=C(N)NCCC[C@H](N)C(=O)O
H-Arg
Rendimiento 163.0%

Reactantes

Cl
HCl
CC(=O)O.Cl
HCl AcOH
CO
MeOH
CC(C)(C)OC(=O)N[C@@H](CCCNC(=N)N)C(=O)O
BOC-Arg

Reactivos

Ninguno

Disolventes

CC(C)O
isopropyl alcohol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added
  2. 2
    Otrothe product was re-precipitated in AcOEt
  3. 3
    FiltraciónThe deposited crystalline product was collected by filtration
  4. 4
    Otrodried

Procedimiento

Into a mixture consisting of 1,093 ml of 2N HCl/AcOH and a small quantity of MeOH was dissolved 243.7 g (0.55 mole) of BOC-Arg-CHA.HCl, and the resulting solution was reacted at room temperature for one hour. After the reaction, 1,093 ml of isopropyl alcohol was added, and the product was re-precipitated in AcOEt. The deposited crystalline product was collected by filtration and dried to obtain 156.2 g (74.3%) of H-Arg-CHA.2HCl.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04816562uspto-grants-1989_03