methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate

Base Information

• Chemical Name: methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate
• CAS No.: 861967-20-6
• Molecular Formula: C₂₈H₃₂ClNO₄
• Molecular Weight: 482.019

Synonyms:methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate

Chemical Property of methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate

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Technology Process of methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate

There total 3 articles about methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate 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: 95.0%

methyl 2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate (774214-18-5) + bromoacetic acid tert-butyl ester (5292-43-3) → methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate (861967-20-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2007.06.093

Reference yield:

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) → methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate (861967-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃ / Pd(PPh₃)2Cl₂ / dioxane / Heating

2: 95 percent / NaH / dimethylformamide / 60 °C

With sodium hydride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2007.06.093

Reference yield:

4-Chlorophenylboronic acid (1679-18-1) → methyl 1-(2-tert-butoxy-2-oxoethyl)-2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate (861967-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃ / Pd(PPh₃)2Cl₂ / dioxane / Heating

2: 95 percent / NaH / dimethylformamide / 60 °C

With sodium hydride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2007.06.093

upstream raw materials:

methyl 2-(4-chlorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate

bromoacetic acid tert-butyl ester

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

4-Chlorophenylboronic acid

Downstream raw materials:

2-(4-chloro-phenyl)-3-cyclohexyl-1-[2-(4-dimethylamino-piperidin-1-yl)-2-oxo-ethyl]-1H-indole-6-carboxylic acid

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