461044-88-2

Upstream product

• 100-39-0 benzyl bromide 
• 210040-44-1 diethyl (1S,2R)-2,3-O-cyclohexylidiene-1,2,3-trihydroxypropylphosphonate 

Downstream Products

• 461044-90-6 ((1S,2R)-1-Benzyloxy-2,3-dihydroxy-propyl)-phosphonic acid diethyl ester 
• 959596-45-3 diethyl (1S,2R)-1-benzyloxy-3-hydroxy-2-mezyloxypropylphosphonate 
• 959596-46-4 diethyl (1S,2S)-2,3-epoxy-1-benzyloxy-3-hydroxypropylphosphonate 
• 959596-50-0 diethyl (1S,2S)-3-(dibenzylamino)-1-benzyloxy-2-hydroxypropylphosphonate 
• 959596-51-1 diethyl (1S,2S)-2-acetoxy-3-(dibenzylamino)-1-benzyloxypropylphosphonate 
• 959596-43-1 diethyl (1S,2R)-1-benzyloxy-2-hydroxy-3-trityloxypropylphosphonate 
• 959596-44-2 diethyl (1S,2R)-1-benzyloxy-2-mesyloxy-3-trityloxypropylphosphonate 

Relevant academic research and scientific papers

Studies towards the synthesis of (1R,2S)- and (1S,2S)-1,2-epoxy-3-hydroxypropylphosphonates and (1S,2S)- and (1R,2S)-2,3-epoxy-1-hydroxypropylphosphonates

The trans-configured fosfomycin analogue, diethyl (1S,2S)-1,2-epoxy-3-hydroxypropylphosphonate, was synthesised by the intramolecular Williamson reaction of diethyl (1S,2R)-1,3-dihydroxy-2-mesyloxypropylphosphonate. The cis-analogue was obtained as O-ethy

Synthesis of diethyl (1R,2R)- and (1S,2R)-3-acetamido-1,2-dihydroxypropylphosphonates

Diastereomeric diethyl (1R,2R)- and (1S,2R)-2,3-epoxy-1-benzyloxypropylphosphonates were obtained from the respective 2,3-O-cyclohexylidene-1-hydroxypropylphosphonates via the following sequence of reactions: benzylation, acetal hydrolysis and transformation of the terminal diol into the epoxide using the Sharpless protocol. These epoxides were regioselectively opened with dibenzylamine to afford the title compounds after acetylation and hydrogenolysis.