Réaction #1447112

Équation de réaction

Et3N

1-naphthyl dichlorophosphate

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

→

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

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   workup.WAITthe reaction was left
2. 2
   Températureto warm to RT overnight
3. 3
   AutreAll volatiles were removed
4. 4
   Lavagethe resulting white solid was washed with Et2O
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated in vacuo
7. 7
   Autreto obtain a colorless oil
8. 8
   workup.ADDITIONas a 1:1 mixture of diastereoisomers

Mode opératoire

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.

Source