1892-26-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxyethyl phosphate is used as an intermediate in the production of Fosfomycin (F727502) for its role in the biosynthesis process. This antibiotic is effective against a wide range of bacterial infections, making it a valuable compound in the pharmaceutical industry.
Used in Chemical Synthesis:
2-Hydroxyethyl phosphate is used as a reagent in various chemical synthesis processes due to its unique hydroxyalkyl phosphate structure. Its versatility in chemical reactions allows for the creation of different compounds with potential applications in various industries.
Used in Research and Development:
As a key intermediate in Fosfomycin biosynthesis, 2-hydroxyethyl phosphate is also used in research and development for studying the mechanisms of antibiotic action and the development of new antimicrobial agents. This contributes to the ongoing efforts in combating antibiotic resistance and discovering novel treatments for bacterial infections.

InChI:InChI=1/C2H7O5P/c3-1-2-7-8(4,5)6/h3H,1-2H2,(H2,4,5,6)

Upstream product

• 75-21-8 oxirane 
• 1003-11-8 2-oxo-1,3,2-dioxaphospholane 
• 115-96-8 Tris(2-chloroethyl) phosphate 
• 107-07-3 2-chloro-ethanol 
• 54857-40-8 di-tert-butyl (2-hydroxyethyl) phosphate 
• 107-21-1 ethylene glycol 
• 2196-04-5 2-methoxy-1,3,2-dioxaphospholane-2-oxide 
• 823-31-4 ethyl ethylene phosphate 
• 7732-18-5 water 
• 1455-05-6 2-chloroethyl phosphorodichloridate 
• 4167-12-8 2-chloroethyl phosphoric acid 
• 75-50-3 trimethylamine 

Downstream Products

• 67846-69-9 methyl 2-hydroxyethyl phosphate 

Relevant academic research and scientific papers

Stereoelectronic Effects in the Hydrolysis of Ethyl and Methyl Ethylene Phosphates

Ethyl and methyl ethylene phosphates 1 are shown to hydrolyze with complete endocyclic cleavage between pH 8 and 15 to yield ethyl and methyl 2-hydroxyethyl phosphates 3, respectively.A much slower reaction involving recyclization of the methyl hydroxyethyl phosphate 3 to form ethylene phosphate 4, which undergoes rapid further hydrolysis to 2-hydroxyethyl phosphate 5, is conveniently monitored by 31P NMR.The strained cyclic five-membered ring phosphate triester 1 reacts 108- to 1012-fold faster than its strain-free initial diester product 3 via a common phosphorane intermediate/transition state 2.When 1 is hydrolyzed in H218O, only mono 18O-labeled ester 3 is formed but no doubly 18O-labeled 3 is detected.All reactions proceed with complete P-O cleavage as monitored by 18O isotope shifts on the 31P signals of the products.These results are consistent with the stereoelectronic effect, and a mechanism involving a hexacoordinate phosphorus intermediate can be ruled out.

Phosphorylation with Pyrophosphoric Acid

Dihydrogenphosphates of primary and secondary aliphatic alcohols as well as phenol were prepared by a very simple procedure with pyrophosphoric acid. t-Butyl and benzyl dihydrogenphosphates could be obtained by a slight modification of the reaction conditions.For the purpose of phosphorylation pyrophosphoric acid was more reactive than orthophosphoric acid.