Reacción #1818772

ord-674040937d0b451a82ae6434785cdf52

Ecuación de reacción

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

Reactantes

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

Reactivos

Ninguno

Disolventes

CC(=O)O.Cl
HCl AcOH

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroreprecipitated in AcOEt
  2. 2
    OtroThe crystals precipitated
  3. 3
    Filtraciónwere collected by filtration
  4. 4
    Otrodried

Procedimiento

243.7 Grams (0.55 mol) of BOC-Arg-CHA.HCl was dissolved in 1,093 ml of 2N-HCl/AcOH and a small quantity of MeOH, and the mixture was reacted at room temperature for 1 hour. After the reaction was completed, to the reaction mixture was added with 1,093 ml of isopropanol and reprecipitated in AcOEt. The crystals precipitated were collected by filtration and dried to obtain 156.2 g (74.3%) of H-Arg-CHA.2HCl. Rf3 =0.15. Melting point: 240.5° C. (decomposed). [α]D20 +53.5 (C=1, H2O)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04622389uspto-grants-1986_11