Reaktion #1447112

Reaktionsgleichung

Et3N

1-naphthyl dichlorophosphate

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

→

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

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe reaction was left
2. 2
   Temperaturto warm to RT overnight
3. 3
   SonstigeAll volatiles were removed
4. 4
   Waschenthe resulting white solid was washed with Et2O
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated in vacuo
7. 7
   Sonstigeto obtain a colorless oil
8. 8
   workup.ADDITIONas a 1:1 mixture of diastereoisomers

Vorschrift

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.

Quelle