Acetaldehyde Fosfomycin

Acetaldehyde Fosfomycin Methohexital sodium Mitopodozide Netilmicin... 

A useful variant of the Darzens reaction has been reported for the preparation of fosfomycin from diethyl chloromethylphosphonate. Nucleophilic substitution of chlorine in diethyl chloromethylphosphonate with dimethyl sulfide gives the sulfonium salt, further converted into its stable ylide by the use of NaH in DMSO. The addition of the ylide to acetaldehyde produces diethyl 1,2-epoxypropylphosphonate, thus avoiding the problems associated with the stability of chloromethylphosphonate carbanions (Scheme 4.4). 

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