D-Tryptophan → HCID 59125421, compound

Participants

Reaction Steps

Condensation of (R)-(+)-tryptophan with benzo-furan-2-carbaldehyde produced Intermediates 3 and 4 by the same method described above for Intermediates 1 and 2. The crude mixture of diastereomers was separated by chromatography (Biotage 75M, 20% ethyl acetate/80% hexanes) to give 2.85 g (44%) of (1R,3R)-1-benzofuran-2-yl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (Intermediate 4) and 950 mg (15%) of (1S,3R)-1-benzofuran-2-yl-2,3,4,9-tetrahydro-1H-p-carboline-3-carboxylic acid methyl ester (Intermediate 3) as foams.

Provenance & Evidence