Reacción #2122533

ord-a59deb935c2444fbb33cbadabb3d54c4

Ecuación de reacción

COC(=O)Cl
ClCO2Me
Cn1cnc(C[C@H](N)C(=O)O)c1
(S)-2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoic acid
O=C([O-])O.[Na+]
NaHCO3
Cl
HCl
COC(=O)N[C@@H](Cc1cn(C)cn1)C(=O)O
title compound
COC(=O)N[C@@H](Cc1cn(C)cn1)C(=O)O
(S)-2-(methoxycarbonylamino)-3-(1-methyl-1H-imidazol-4-yl)propanoic acid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroCap-127 was prepared

Procedimiento

Cap-127 was prepared according to the method for Cap-126 above starting from (S)-2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoic acid (1.11 g, 6.56 mmol), NaHCO3 (1.21 g, 14.4 mmol) and ClCO2Me (0.56 mL, 7.28 mmol). The title compound was obtained as its HCl salt (1.79 g, >100%) contaminated with inorganic salts. LCMS and 1H NMR showed the presence of ca. 5% of the methyl ester. The crude mixture was used as is without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08574563B2uspto-grants-2013_11