2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

Base Information

Chemical Name:2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate
CAS No.:1335034-13-3
Molecular Formula:C₂₆H₂₆N₂O₅
Molecular Weight:446.503
Hs Code.:

Synonyms:2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

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Chemical Property of 2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

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Technology Process of 2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

There total 3 articles about 2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate 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: 74.0%

: 1335033-92-5
methyl 2-diazo-3-(3-methyl-1H-indol-1-yl)-3-oxopropanoate

: 68471-58-9
1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine

: 1335034-13-3
2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

Guidance literature:: 1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine; With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

methyl 2-diazo-3-(3-methyl-1H-indol-1-yl)-3-oxopropanoate; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c1cc14131g

Reference yield:

: methyl 3-(3-methyl-1H-indol-1-yl)-3-oxopropanoate

: 1335034-13-3
2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile / 0.17 h / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 12 h / 0 - 20 °C / Inert atmosphere

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1039/c1cc14131g

Reference yield:

: 83-34-1
3-Methylindole

: 1335034-13-3
2-benzyl 7-methyl 7-(3-methyl-1H-indole-1-carbonyl)-2-azabicyclo[4.1.0]heptane-2,7-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: triethylamine / acetonitrile / 0.17 h / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.2: 12 h / 0 - 20 °C / Inert atmosphere

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c1cc14131g