12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

Base Information

Chemical Name:12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester
CAS No.:877278-11-0
Molecular Formula:C₂₈H₃₉N₃O₃Si
Molecular Weight:493.721
Hs Code.:

Synonyms:12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

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Chemical Property of 12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

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Technology Process of 12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

There total 6 articles about 12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-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: 91.0%

: 877278-03-0
12-cyclohexyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

: 877278-11-0
12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

Guidance literature:: With hydrogen; triethylamine; palladium 10% on activated carbon; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

Reference yield:

: 877277-80-0
3-cyclohexyl-2-[4-iodo-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazol-5-yl]-1H-indole-6-carboxylic acid methyl ester

: 877278-11-0
12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / N,N-dimethyl-formamide / 100 °C

2: potassium hydride

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

4: palladium on activated charcoal; hydrogen

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; hydrogen; potassium hydride; lithium chloride; In dichloromethane; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.bmcl.2012.02.063

Reference yield:

: 877277-95-7
3-cyclohexyl-2-[4-ethenyl-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazol-5-yl]-1-(2-propenyl)-1H-indole-6-carboxylic acid methyl ester

: 877278-11-0
12-cyclohexyl-1,4,5,6-tetrahydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-imidazo[4',5':3,4]azepino[1,2-a]indole-9-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

2: palladium on activated charcoal; hydrogen

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; hydrogen; In dichloromethane;
DOI:10.1016/j.bmcl.2012.02.063