11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester

Base Information

• Chemical Name: 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester
• CAS No.: 863578-55-6
• Molecular Formula: C₂₃H₂₃NO₃
• Molecular Weight: 361.441
• Mol file: 863578-55-6.mol

Synonyms:11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester

Chemical Property of 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester

There total 2 articles about 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-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: 26.0%

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1) + 1,1-dibromomethane (74-95-3) → 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester (863578-55-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 13h;

DOI:10.1021/jm0610245

Reference yield:

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) → 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester (863578-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaHCO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 7 h / Heating

2: 26 percent / K₂CO₃ / dimethylformamide / 13 h / 70 °C

With sodium hydrogencarbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1021/jm0610245

Reference yield: 68.0%

11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid methyl ester (863578-55-6) → 12-cyclohexyl-6H-benzo[5,6][1,3]oxazino [3,4-a]indole-9-carboxylic acid

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 2h;

DOI:10.1021/jm0610245

upstream raw materials:

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

1,1-dibromomethane

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