172585-28-3

Basic information

• Product Name: dibenzyl (1R,2S)-1,2-epoxypropylphosphonate
• Synonyms: dibenzyl (1R,2S)-1,2-epoxypropylphosphonate
• CAS NO: 172585-28-3
• Molecular Weight: 318.309
• Mol File: 172585-28-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: dibenzyl (1R,2S)-1,2-epoxypropylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzyl (1R,2S)-1,2-epoxypropylphosphonate(172585-28-3)
• EPA Substance Registry System: dibenzyl (1R,2S)-1,2-epoxypropylphosphonate(172585-28-3)

Safety Data

• Hazardous Substances Data: 172585-28-3(Hazardous Substances Data)

Upstream product

• 357174-85-7 dibenzyl (1S,2S)-1,2-dihydroxypropylphosphonate 
• 17176-77-1 Dibenzyl phosphite 
• 38195-12-9 (R)-1-formylethyl p-toluenesulfonate 

Downstream Products

• 26016-99-9 phosphomycin disodium salt 

Relevant articles and documents

An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

Silicon Directed Asymmetric Synthesis of (1R,2S)-(-)-(1,2-Epoxypropyl)phosphonic Acid (Fosfomycin) from (S)-Lactaldehyde

The title compound is obtained in high diastereomeric purity based on the stereoselective addition of trimethylsilyldibenzylphosphite (TMSDBP) to O-triisopropylsilyloxy (S)-lactaldehyde.