Synthesis of 5‐[4,5‐¹³C₂]‐ and 5‐[1,5‐¹³C₂]aminolevulinic acid

Abstract

Abstract 5‐[4,5‐ 13 C 2 ]‐ and 5‐[1,5‐ 13 C 2 ]Aminolevulinic acid (ALA) have been synthesized by the Gabriel condensation of potassium phthalimide with ethyl bromo[1,2‐ 13 C 2 ]acetate (derived from [1,2‐ 13 C 2 ]acetic acid) or ethyl bromo[2‐ 13 C]‐acetate (derived from sodium [2‐ 13 C]acetate), followed by conversion to the chloride, coupling reaction with 2‐ethoxycarbonylethylzinc iodide derived from ethyl 3‐iodopropionate or 2‐methoxy[ 13 C]carbonylethylzinc iodide derived from methyl 3‐iodo[1‐ 13 C]propionate (generated from potassium [ 13 C]cyanide), and hydrolysis. Copyright © 2002 John Wiley & Sons, Ltd.