Reaktion #320299

Reaktionsgleichung

(4S)-3-benzyloxycarbonyl-4-(2-bromomethyl)-1,3-oxazolidin-5-one

(4S)-3-benzyloxycarbonyl-4-(2-bromoethyl)-1,3-oxazolidin-5-one

triethyl phosphite

→

(4S)-3-benzyloxycarbonyl-4-[2-(diethoxyphosphinyl)ethyl]-1,3-oxazolidin-5-one

Ausbeute 34.8%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONThe excess triethyl phosphite is distilled off under high vacuum
2. 2
   Sonstigethe residue is purified by chromatography on silica gel (mobile phase: dichloromethane/acetonitrile)

Vorschrift

3.28 g (10 mmol) of (4S)-3-benzyloxycarbonyl-4-(2-bromomethyl)-1,3-oxazolidin-5-one (from Example 5) are mixed with 3.39 g (20 mmol) of triethyl phosphite and the mixture is heated under argon for 18 hours at 120° C. The excess triethyl phosphite is distilled off under high vacuum and the residue is purified by chromatography on silica gel (mobile phase: dichloromethane/acetonitrile). 1.34 g (34.8% of theory) of (4S)-3-benzyloxycarbonyl-4-[2-(diethoxyphosphinyl)ethyl]-1,3-oxazolidin-5-one are obtained as a colorless oil. Analytical data:

Quelle