158877-59-9Relevant articles and documents
A New Direct Synthesis of Tertiary N-Acyloxymethylamide Prodrugs of Carboxylic Acid Drugs
Moreira, Rui,Mendes, Eduarda,Calheiros, Teresa,Bacelo, Maria J.,Iley, Jim
, p. 7107 - 7110 (2007/10/02)
N-Alkyl-N-chloromethylamides 2, prepared from secondary amides, paraformaldehyde and chlorotrimethylsilane, react readily with carboxylate anions to generate the corresponding tertiary N-acyloxymethylamides 3 in good yield; the latter give rise to the parent carboxylic acids in aqueous media at pH 7.4 and 37 deg C with half-lives between ca. 1 min and 42 h.