The Synthesis of a Rotationally Restricted Phenolic Analog of 5-Methoxy-3-(1,2,5,6-tetrahydropyrid-4-yl)indole (RU-24,969)

Abstract

pyrid-5-one represents a mtationally restricted phenolic analog of 5-hydroxyindole.The synthesis of the rotationally restricted phenolic analog of the semtonin agonist, 5-methoxy-3-(1.2.5.6-temhydmpyrid-4-ylndoe (RU-24.969). is presented.Protection of the 2-pyidone in this synthesis was achieved using its 1-butyl ether.The synthesis of conformationally restricted analogs of biologically active molecules can lead to molecular probes used in the understanding of the particular molecular mognition requirements of a specific reccptor or enzyme.These compounds can also be used to differentiate within a series of similar receptors or