Potassium → HCID 22811227, compound

Participants

Reaction Conditions

Reaction Steps

Diethyl 2(R)-hydroxy-3-tosyloxypropylphosphonate (7.3 g) was dissolved in N,N-dimethylformamide (100 ml). To the solution was added bis(trimethylsilyl)acetamide (12.2 g) under ice-cooling. After the mixture was stirred for 30 minutes at the same temperature, potassium salt of ethyl N-ethoxycarbonyloxycarbamate (5.16 g) was added thereto. The reaction mixture was stirred for 10 hours at 70° C. To this reaction mixture was added potassium salt of ethyl N-ethoxycarbonyloxycarbamate (0.86 g) and then the reaction mixture was further stirred for 2 hours at 70° C. After the resultant mixture was concentrated under reduced pressure, to the oily residue was added a mixture of ethyl acetate (200 ml) and 2% hydrochloric acid (100 ml). The ethyl acetate layer was separated, washed with water, dried over magnesium sulfate and then concentrated under reduced pressure to give oily diethyl 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-2(R)-hydroxypropylphosphonate (7.05 g).

Provenance & Evidence