methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

Base Information

Chemical Name:methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate
CAS No.:1304126-88-2
Molecular Formula:C₄₀H₃₂N₂O₅S
Molecular Weight:652.77
Hs Code.:

Synonyms:methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

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Chemical Property of methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

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Technology Process of methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

There total 7 articles about methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate 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: 61.0%

: 875271-85-5
[2-phenyl-5-(2-phenyl-1H-indole-6-carbonyl)thiophene-3-yl]acetic acid methyl ester

: 5394-18-3
2-(4-bromobutyl)isoindoline-1,3-dione

: 1304126-88-2
methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

Guidance literature:: [2-phenyl-5-(2-phenyl-1H-indole-6-carbonyl)thiophene-3-yl]acetic acid methyl ester; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

2-(4-bromobutyl)isoindoline-1,3-dione; In N,N-dimethyl-formamide; for 10h;
DOI:10.1039/c1cc10755k

Reference yield:

: 1304126-85-9
2-phenyl-1-[2-(trimethylsilyl)-ethoxymethyl]-indole-6-carboxylic acid

: 1304126-88-2
methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride / dichloromethane / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 2.25 h / -78 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; silver nitrate / dimethyl sulfoxide / 3 h / 120 °C / Microwave irradiation

4.1: tetrabutyl ammonium fluoride; ethylenediamine / N,N-dimethyl-formamide / 3 h / 80 °C / Microwave irradiation

5.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.25 h / 0 °C

5.2: 10 h

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; silver nitrate; ethylenediamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: Friedel Crafts acylation;
DOI:10.1039/c1cc10755k

Reference yield:

: 1247072-06-5
methyl 2-phenyl-1-[2-(trimethylsilyl)ethoxymethyl]-indole-6-carboxylate

: 1304126-88-2
methyl 2-(5-((1-(4-(1,3-dioxoisoindolin-2yl)butyl)-2-pheny-1H-indole)-6-carbonyl)-2-(3-phenyl)thiophen-3-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / dimethyl sulfoxide / 2 h / 20 °C

2.1: oxalyl dichloride / dichloromethane / 2 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 2.25 h / -78 °C

4.1: bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; silver nitrate / dimethyl sulfoxide / 3 h / 120 °C / Microwave irradiation

5.1: tetrabutyl ammonium fluoride; ethylenediamine / N,N-dimethyl-formamide / 3 h / 80 °C / Microwave irradiation

6.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.25 h / 0 °C

6.2: 10 h

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; water; silver nitrate; ethylenediamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: Friedel Crafts acylation;
DOI:10.1039/c1cc10755k