tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

Base Information

• Chemical Name: tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate
• CAS No.: 1208130-15-7
• Molecular Formula: C₂₆H₃₁NO₃
• Molecular Weight: 405.537
• Mol file: 1208130-15-7.mol

Synonyms:tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

Chemical Property of tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

There total 3 articles about tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-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:

tert-butyl 2-bromo-3-cyclohexyl-1-methyl-1H-indole-6-carboxylate (1208130-14-6) + 2-hydroxyphenyl boronic acid (89466-08-0) → tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate (1208130-15-7)

Guidance literature:

With potassium carbonate; trans-bis(triphenylphosphine)palladium dichloride; In 1,2-dimethoxyethane; at 100 ℃; for 12h; Inert atmosphere;

Reference yield:

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) → tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate (1208130-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / tetrahydrofuran

2: sodium hydride / tetrahydrofuran / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 12 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; potassium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; water; 3: Suzuki-Miyaura reaction;

DOI:10.1016/j.bmcl.2012.03.097

Reference yield:

1H-indole-6-carboxylic acid, 2-bromo-3-cyclohexyl-, 1,1-dimethylethyl ester (879498-90-5) → tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate (1208130-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 12 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2: Suzuki-Miyaura reaction;

DOI:10.1016/j.bmcl.2012.03.097

upstream raw materials:

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

2-hydroxyphenyl boronic acid

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

1H-indole-6-carboxylic acid, 2-bromo-3-cyclohexyl-, 1,1-dimethylethyl ester

Downstream raw materials:

tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate

30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide

25-cyclohexyl-4,10,19-trimethyl-5,6,9,10-tetrahydro-2h,8h-14,18:17,20-di(metheno)-1,7,11,4,10,12,19-benzodioxathiatetraazacyclodocosine-3,13(4H,12H,19H)-dione 11,11-dioxide

25-cyclohexyl-10,19-dimethyl-5,6,7,8,9,10-hexahydro-2H-14,18:17,20-di(metheno)-1,11,4,10,12,19-benzoxathiatetraazacyclodocosine-3,13(4H,12H,19H)-dione 11,11-dioxide