147991-91-1

Upstream product

• 4299-70-1 L-tryptophan methyl ester 
• 136612-34-5 (1S,3S)-2-benzyl 3-methyl 1-(2-methoxycarbonylethyl)-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-2,3-dicarboxylate 
• 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 
• 136612-37-8 (6S,10S)-12-benzyl 8-methyl 5-methyl-9-oxo-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-8,12-dicarboxylate 
• 126366-08-3 (3S)-methyl 1-(2-methoxycarbonylethyl)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-3-carboxylate 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 136612-38-9 (-)-(6S,10S)-benzyl 5-methyl-9-oxo-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-12-carboxylate 

Downstream Products

• 136612-29-8 (6S,10S)-benzyl 9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole-12-carboxylate 

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