19171-89-2

Upstream product

• 67-56-1 methanol 
• 60702-96-7 2-benzyl-3-(methoxycarbonyl)-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 100-52-7 benzaldehyde 
• 7638-53-1 N_a-methyl tryptophan methyl ester 
• 19779-76-1 (+/-)-N_a-methyl-N_b-benzyltriptophan methyl ester 
• 186581-53-3 diazomethane 
• 4837-58-5 trans-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 60702-96-7 trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 4837-57-4 methyl cis-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate 
• 13865-19-5 4-oxobutanoic acid methyl ester 
• 19779-77-2 (+/-)-N_a-methyl-N_b-benzyltriptophan methyl ester hydrochloride 
• 84094-74-6 methyl trans-2-benzyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate 
• 74-88-4 methyl iodide 
• 4837-58-5 (-)-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 

Downstream Products

• 4837-57-4 methyl trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate 
• 4837-58-5 (-)-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 4837-58-5 trans-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 2738-25-2 methyl 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-8-carboxylate 
• 22282-00-4 (+/)-5-Methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole 
• 122490-92-0 5-methyl-9-hydroxy-9α-chloro-phenylsulfinylmethyl-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole 
• 122490-83-9 2'-phenylsulfinyl-5-methyl-12-benzyl-6,7,8,9,10,11-hexahydro-oxirano-spiro<2',9>-6,10-imino-5H-cyclooctindole 
• 141804-40-2 5-methyl-9-butyryloxymethyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole 
• 122490-84-0 5-methyl-9-formyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole 
• 122490-85-1 5-methyl-9-hydroxymethyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole 
• 84133-22-2 5-methyl-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindol-11-one 
• 22282-00-4 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole 
• 84133-23-3 5-methyl-12-benzoyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindol-11-one 
• 84133-27-7 5-methyl-11-hydroxy-12-benzoyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole 

Relevant academic research and scientific papers

Pictet-Spengler reactions in aprotic media. The total synthesis of (±) suaveoline

The first total synthesis of the indole alkaloid (±)-suaveoline 1 (a macroline-related base and a member of the sarpagine/ajmaline class of alkaloids) was completed in a stereocontrolled fashion. The serial synthesis employed three intramolecular reaction

Stereochemistry of Methyl 2-Benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyridoindole-1-propionate

The Pictet-Spengler reaction of Na-methyl-Nb-benzyltryptophan methyl ester hydrochloride (4a) with methyl 3-formylpropionate was carried out in 50percent aqueous MeOH under reflux to afford methyl trans-2-benzyl-3-methoxycarbonyl-9-m

Selenium Dioxide Oxidations in the Indole Area. Synthesis of β-Carboline Alkaloids

A number of different piperidoindole systems have been subjected to oxidation with selenium dioxide.The bonding between the indole and piperidine unit has been varied to provide different systems, the oxidation of which has led to formation of either 2-acyl- or 3-acylindoles or fully aromatic β-carbolines, depending on the substrate chosen.The pattern of reactivity observed was in complete agreement with the ene mechanism proposed for selenium dioxide oxidations, and this can be employed to predict the regiochemistry of the oxidation.Use of this technology has resulted in a two-step synthesis of the indole alkaloid canthin-6-one (30a).