Reacción #1447112

Ecuación de reacción

Et3N

1-naphthyl dichlorophosphate

(25)-1-butoxy-1-oxopropan-2-aminium chloride

→

n-Butyl N-[chloro(1-naphthyloxy)phosphoryl]-L-alaninate

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe reaction was left
2. 2
   Temperaturato warm to RT overnight
3. 3
   OtroAll volatiles were removed
4. 4
   Lavadothe resulting white solid was washed with Et2O
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated in vacuo
7. 7
   Otroto obtain a colorless oil
8. 8
   workup.ADDITIONas a 1:1 mixture of diastereoisomers

Procedimiento

To 1-naphthyl dichlorophosphate in DCM (0.086 M) was added (25)-1-butoxy-1-oxopropan-2-aminium chloride (1.0 eq.). After cooling to −78° C., neat Et3N (2.0 eq.) was added and the reaction was left to warm to RT overnight. All volatiles were removed and the resulting white solid was washed with Et2O, filtered and evaporated in vacuo to obtain a colorless oil as a 1:1 mixture of diastereoisomers. 31P NMR (400 MHz, CDCl3): δ 8.39 and 8.11 ppm.

Fuente