11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester

Base Information

• Chemical Name: 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester
• CAS No.: 122698-20-8
• Molecular Formula: C₂₇H₃₀N₂O₄
• Molecular Weight: 446.546

Synonyms:11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester

Chemical Property of 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester

There total 2 articles about 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

ethyl 4-oxobutanoate (10138-10-0) + 2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-3-hydroxy-propionic acid methyl ester (146681-75-6) → 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester (122698-20-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 24h; Heating;

DOI:10.3987/com-06-10845

Reference yield:

benzyl bromide (100-39-0) + C20H24N2O4 (122698-19-5,122795-69-1) → 11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester (122698-20-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) toluene, reflux, 18 h, 2.) reflux, 12 h;

DOI:10.1021/jo00280a021

Reference yield: 89.0%

11-((ethoxycarbonyl)methyl)-1-benzyl-2,3,8,10,11,11a-hexahydro-1H-pyrrolo[2,3-d]carbazole-9-carboxylic acid methyl ester (122698-20-8) → 3-benzyl-4-(2-hydroxyethyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester (122698-21-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 5 ℃; for 0.333333h;

DOI:10.1021/jo00280a021

upstream raw materials:

benzyl bromide

C₂₀H₂₄N₂O₄

ethyl 4-oxobutanoate

2-[3-(2-Benzylamino-ethyl)-1H-indol-2-yl]-3-hydroxy-propionic acid methyl ester

Downstream raw materials:

3-benzyl-4-(2-hydroxyethyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester

(3aR,4R,11bS)-3-Benzyl-4-[2-(toluene-4-sulfonyloxy)-ethyl]-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester

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