Preparation of 5- and 6-(aminomethyl)fluorescein.
5(6)-Carboxyfluorescein is protected as the diacetate then reduced to 5(6)-(hydroxymethyl)fluorescein diacetate. The separated isomers are subjected to a Mitsunobu reaction with dibenzyl imidodicarbonate, yielding diprotected 5- and 6-(aminomethyl)fluorescein diacetate. Methanolysis of the acetates followed by deprotection with HBr/acetic acid gives 5- and 6-(aminomethyl)fluorescein hydrobromide.
Mattingly
P G
PG
Abbott Laboratories, Diagnostics Division, Abbott Park, Illinois 60064.
D000089:Acetic Anhydrides / Q000737:chemistry; D005452:Fluoresceins / Q000138:chemical synthesis*
D000089:Acetic Anhydrides; D005452:Fluoresceins; C078242:5-(aminomethyl)fluorescein; C078241:6-(aminomethyl)fluorescein; C031800:acetic anhydride