Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate

Base Information

• Chemical Name: Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate
• CAS No.: 863578-50-1
• Molecular Formula: C22H23NO3
• Molecular Weight: 349.43
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80475494
• Wikidata: Q82306063
• Mol file: 863578-50-1.mol

Synonyms:Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate;863578-50-1;SCHEMBL393420;DTXSID80475494;YYRKDUZWMBHTAY-UHFFFAOYSA-N;BCP26453;AKOS016006624;FT-0651551;FT-0652412;A15853;Methyl3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate

Chemical Property of Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 547.668°C at 760 mmHg
• Flash Point: 285.019°C
• PSA: 62.32000
• Density: 1.227g/cm³
• LogP: 5.37480
• Storage Temp.: 2-8°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 349.16779360
• Heavy Atom Count: 26
• Complexity: 490

Purity/Quality:

99.0% ^*data from raw suppliers

Methyl3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)C(=C(N2)C3=CC=CC=C3O)C4CCCCC4

Technology Process of Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1H-indole-6-carboxylate

There total 12 articles about Methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-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: 92.0%

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) + 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-97-4) → 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride; In ethanol; toluene;

DOI:10.1016/j.bmcl.2011.03.067

Reference yield: 88.0%

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) + 2-hydroxyphenyl boronic acid (89466-08-0) → 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1)

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; for 7h; Heating;

DOI:10.1021/jm0610245

Reference yield: 74.0%

4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester (1414926-67-2) → 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester (863578-50-1)

Guidance literature:

With palladium on carbon; acetic acid; In tetrahydrofuran; at 60 ℃; under 1725.17 Torr; Large scale;

DOI:10.1021/op300303p

upstream raw materials:

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

2-hydroxyphenyl boronic acid

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

2-cyclohexyl-1-(2-hydroxyphenyl)ethan-1-one

Downstream raw materials:

14-cyclohexyl-7,8-dihydro-6H-indole[1,2-e][1,5]benzoxazocine-11-carboxylic acid methyl ester

12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid methyl ester

methyl 2-[2-(benzyloxy)phenyl]-3-cyclohexyl-1H-indole-6-carboxylate

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