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Acyloxymethyl and 4-acyloxybenzyl diester prodrugs of phosphonoformate

✍ Scribed by Andrew D. Briggs; Michel Camplo; Sally Freeman; Jan Lundström; Brian G. Pring


Book ID
103399457
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
841 KB
Volume
52
Category
Article
ISSN
0040-4020

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Tertiary N-acyloxymethylsulfonamide prodrugs 3, encompassing penicillin and sulfonamide antibiotics, have been synthesised. The pH-independent hydrolysis of these compounds ocurrs via the rate-determining formation of an N-sulfonyl iminium ion. SCF-MO calculations using the PM3 method indicate that