Synthesis and properties of new luminescent 10-carboxymethylacridinium derivatives

Article abstract of DOI:10.1016/0040-4039(96)01980-6

A novel method was developed to synthesize acridinium esters having a binding functional group at N-10. An acridine ester having steric hindrance is synthesized quickly, with excellent yields, using dimethylaminopyridine as a catalyst. Alkylation of the N-10 on the acridine ring proceeds using the trifluoromethanesulfonic acid ester under mild conditions. Deprotection of the benzyl ester using acid thus enables simple, high-yield synthesis for acridinium compounds with a binding functional group at N-10.