Reacción #803710

Ecuación de reacción

HCl

D-(−)-α-Phenylglycine

NaHCO3

methylchloroformate

→

compound 31

Rendimiento 80.0%

(R)-methoxycarbonylamino-phenyl-acetic acid

Rendimiento 80.0%

Disolventes

tetrahydrofuran

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe volatile was concentrated in vacuo
2. 2
   ExtracciónThe aqueous layer was extracted with ethyl acetate
3. 3
   Secadothe organic layer was dried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

D-(−)-α-Phenylglycine (0.165 mmol) was dissolved in tetrahydrofuran (500 mL), followed by the addition of NaHCO3 (0.496 mmol) in water (500 mL), and then the addition of methylchloroformate (0.182 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. The mixture was acidified to pH=3 with HCl (1N) and the volatile was concentrated in vacuo. The aqueous layer was extracted with ethyl acetate and the organic layer was dried over MgSO4, filtered, and concentrated in vacuo to give compound 31 as a pale yellow solid in 80% yield. MS (ESI, EI+) m/z=209 (MH+).

Fuente