Reacción #1379892

ord-423113c6f9214254b81f248800c52937

Ecuación de reacción

CC(C)(C)OC(=O)NCC(NC(=O)OC(C)(C)C)C(=O)OCc1ccccc1
2,3-bis-tert-butoxycarbonylamino propionic acid benzyl ester
Cl
HCl
Cl.Cl.Cl.NCC(N)C(=O)O
2,3-Diamino-propionic acid trihydrochloride

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under vacuum
  2. 2
    workup.ADDITIONthe mixture was diluted with ethyl acetate (100 ml) and water (50 ml)
  3. 3
    OtroThe layers were separated
  4. 4
    Otrothe aqueous layer was evaporated to dryness (1.23 g of a foam/syrup)

Procedimiento

A solution of 2,3-bis-tert-butoxycarbonylamino propionic acid benzyl ester (1.8 g), 4N aqueous HCl (40 ml), and acetonitrile (50 ml) was stirred for 18 hours at room temperature. The solvent was removed under vacuum, and the mixture was diluted with ethyl acetate (100 ml) and water (50 ml) and stirred for 15 minutes. The layers were separated and the aqueous layer was evaporated to dryness (1.23 g of a foam/syrup). 1H NMR (300 MHz): 3.2-3.5 (m, 2H), 4.2-4.35 (m, 1H), 5.13-5.25 (q, 2H, J=11.8, 3.1 Hz).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07238341B2uspto-grants-2007_07