Proton Exchange Reactions in Isotope Chemistry (II) Synthesis of Stable Isotope Labeled LCQ908

Abstract

Proton exchange reaction, as part of our strategy for the synthesis of stable labeled compounds, was applied to the preparations of stable isotope labeled LCQ908. Suitable intermediate with alpha protons to carbonyl group was first subject to H-D exchange reaction; subsequent coupling of the carbonyl group with 13C2 labeled triethyl phosphonoacetate and hydrogenation converts the labile deuterium to stable ones. Incorporation of 13C2 in the molecule eliminates the presence of undesired M+0