![[[2-(6-Amino-9H-purin-9-yl)ethoxy]methyl]phosphonic acid diethyl ester](http://file1.lookchem.com/cas/reactions/2021/07/01/4541345.png)
Relevant articles and documents
Practical synthesis of the anti-HIV drug, PMPA
Schultze, Lisa M. Chapman, Harlan H. Dubree, Nathan J. P. Jones, Robert J. Kent, Kenneth M. Lee, Thomas T. Louie, Michael S. Postich, Michael J. Prisbe, Ernest J. Rohloff, John C. Yu, Richard H.
The anti-HIV nucleotide analogue PMPA can be prepared on a kilogram-scale by a three step sequence: i) condensation of adenine with (R)-propylene carbonate, ii) alkylation of the resulting (R)-9- (2-hydroxypropyl)adenine with diethyl p- toluenesulfonyloxymethanephosphonate using lithium tert-butoxide and iii) cleavage of the phosphonate ester functionalities with bromotrimethylsilane.
Dealkylation of phosphonate esters with chlorotrimethylsilane
Gutierrez Prisbe Rohloff
Chlorotrimethylsilane completely dealkylates phosphonate esters at elevated temperature in a sealed reaction vessel. These conditions are tolerated by a variety of functional groups and lead to high conversions of dimethyl, diethyl and diisopropyl phosphonates to their corresponding phosphonic acids.
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