Title of article
Efficient Strategy to Prepare Water-Soluble Prodrugs of Ketones
Author/Authors
Vepsalainen، Jouko نويسنده , , Huttunen، Kristiina M. نويسنده , , Kumpulainen، Hanna نويسنده , , Leppanen، Jukka نويسنده , , Rautio، Jarkko نويسنده , , Jarvinen، Tomi نويسنده ,
Pages
-700
From page
701
To page
0
Abstract
A novel method for the synthesis of water-soluble ketoxime phosphate prodrugs avoiding the unwanted Beckmann rearrangement is developed. In the first step, a novel in situ prepared phosphorochloridic acid bis-(2-trimethylsilyl-ethyl) (TMSE) ester 1 reacts with the hydroxyimine 2. In the second step, the formed TMSEphosphate triester 3 undergoes a tetrabutylammonium fluoride mediated microwave-assisted conversion into the corresponding ketoxime phosphate salt 4 without further Beckmann rearrangement.
Keywords
imines , ketones , prodrugs , Beckmann rearrangement , protecting grou
Journal title
Astroparticle Physics
Record number
111065
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