136612-41-4

Upstream product

• 4299-70-1 L-tryptophan methyl ester 
• 136612-32-3 (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate 
• 136612-39-0 (1S,3S)-9-Benzyl-1-(2-methoxycarbonyl-ethyl)-1,3,4,9-tetrahydro-β-carboline-2,3-dicarboxylic acid 2-benzyl ester 3-methyl ester 
• 126366-08-3 (3S)-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate 
• 100-39-0 benzyl bromide 
• 136612-40-3 C₃₁H₂₈N₂O₅ 

Downstream Products

• 119184-25-7 (6S,10S)-5-benzyl-9-oxo-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole 

Relevant academic research and scientific papers

Use of the Kinetically Controlled Pictet-Spengler Reaction in the Asymmetric Synthesis of Indole Alkaloids: Formal Syntheses of (-)-Ajmaline, (-)-Koumine, (-)-Taberpsychine, (-)-Koumidine and (-)-Suavoline

By employing the kinetically controlled Pictet-Spengler reaction L-tryptophan was used as the chiral starting material for the synthesis of the cis-1,3-disubstituted tetrahydro-β-carboline 14a.Protection of the two nitrogens and subsequent cyclisation/dec

Asymmetric synthesis of indole alkaloids from (L)-tryptophan: Formal syntheses of (-)-koumine, (-)-taberpsychine and (-)-koumidine

The reaction of (L)-tryptophan methyl ester with methyl 4-oxobutanoate under conditions of kinetic control gave a high yield of the cis-1,3-disubstituted tetrahydro-β-carboline (6); a simple five step procedure allowed this to be transformed into the opti