Use of (pivaloyloxy)methyl as a protecting group in the synthesis of antigenic theophylline (1,3-dimethylxanthine) derivatives

A1 Adenosine Receptor Antagonists as Ligands for Positron Emission Tomography (PET) and Single-Photon Emission Tomography (SPET)

“…The reaction of POM-Cl with 4 could, in principle, produce three products: the desired 7-POM derivative 5a as well as the 3-POM derivative 5b and the 3,7-bis-POM derivative 5c . The original description of the protection of xanthines by the POM group indicated that the reaction of 1-methylxanthine with POM-Cl gives a mixture of 5a , c . On the basis of that information, 4 , the monosubstituted product of the reaction with POM-Cl, underwent alkylation with iodomethane to form 6a , which was then deprotected.…”