SOLID-PHASE SYNTHESIS OF 1,2,3,4-TETRAHYDRO-BETA-CARBOLINES - IMPLICATIONS FOR COMBINATORIAL CHEMISTRY

A general method for the solid phase synthesis of tetrahydro-P-carboli nes is described Resin bound tryptophan residues or non-peptide struct ures carrying 3-(2-aminoethyl)indole structures react rapidly under mi ld reaction conditions and in high yields with aldehydes to produce C- l substituted 1,2,3,4-tetrahydro-beta-carbolines in a Pictet-Spengler reaction The method can be employed to readily produce a wide range of tetrahydro-beta-carbolines in combinatorial chemistry.