[1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI)

Base Information

• Chemical Name: [1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI)
• CAS No.: 158937-65-6
• Molecular Formula: C30H25Cl3O3
• Molecular Weight: 539.886
• DSSTox Substance ID: DTXSID70439484
• Wikidata: Q82255443
• Mol file: 158937-65-6.mol

Synonyms:[1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI);4''-(pentyloxy)-[1,1':4',1''-Terphenyl]-4-carboxylic acid 2,4,5-trichlorophenyl ester

Chemical Property of [1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI)

Chemical Property:

• Boiling Point: 693.9±55.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 9.76900
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 538.086928
• Heavy Atom Count: 36
• Complexity: 652

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,5-Trichlorophenyl4''-(pentyloxy)-[1,1':4',1''-terphenyl]-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=C(C=C3)C(=O)OC4=CC(=C(C=C4Cl)Cl)Cl

Technology Process of [1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI)

There total 4 articles about [1,1':4',1"-Terphenyl]4-carboxylic acid,4"-(pentyloxy)-,2,4,5-trichlorophenyl ester(9CI) 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:

methyl 4-iodobenzoate (619-44-3) → 2,4,5-trichlorophenyl 4-(4'-pentyloxybiphenyl)benzoate (158937-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sec-butyllithium, 2.) triisopropyl borate, 3.) K₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾

2: 2 N aq. NaOH / dioxane / 17 h / Heating

3: dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Triisopropyl borate; sec.-butyllithium; potassium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00017a012

Reference yield:

4-bromo-4'-pentyloxybiphenyl (63619-51-2) → 2,4,5-trichlorophenyl 4-(4'-pentyloxybiphenyl)benzoate (158937-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sec-butyllithium, 2.) triisopropyl borate, 3.) K₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾

2: 2 N aq. NaOH / dioxane / 17 h / Heating

3: dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Triisopropyl borate; sec.-butyllithium; potassium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00017a012

Reference yield:

4′′-pentyloxy-[1,1':4',1′′-terphenyl]-4-carboxylic acid methyl ester (158937-30-5) → 2,4,5-trichlorophenyl 4-(4'-pentyloxybiphenyl)benzoate (158937-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 N aq. NaOH / dioxane / 17 h / Heating

2: dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00017a012

upstream raw materials:

2,4,5-trichlorophenol

4′′-(pentyloxy)-1,1′:4′,1′′-terphenyl-4-carboxylic acid

methyl 4-iodobenzoate

4-bromo-4'-pentyloxybiphenyl

Downstream raw materials:

C₇₈H₁₀₃N₉O₁₃

C₇₀H₈₈N₈O₁₁

1-(2-{5-{[1-(2-amino-3-tert-butoxy-butyryl)-4-azido-pyrrolidine-2-carbonyl]-amino}-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carboxylic acid tert-butyl ester

(2S,4R)-1-((2S,3R)-2-{(S)-5-[((2S,4S)-4-Azido-pyrrolidine-2-carbonyl)-amino]-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carboxylic acid tert-butyl ester

Refernces