4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

Base Information

Chemical Name:4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester
CAS No.:148366-90-9
Molecular Formula:C₃₄H₃₉NO₄
Molecular Weight:525.688
Hs Code.:

Synonyms:4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

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Chemical Property of 4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

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Technology Process of 4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

There total 7 articles about 4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl 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: 46.6%

: 139155-89-8
ethyl 4-{3-(4-Hydroxybenzoyl)indol-1-yl}butanoate

: 148367-15-1
(S)-1-(4-Isobutyl-phenyl)-propan-1-ol

: 148366-90-9
4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at -20 ℃; for 1h;
DOI:10.1248/cpb.49.799

Reference yield:

: 120-72-9
indole

: 148366-90-9
4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: AlCl₃ / CH₂Cl₂ / 0.17 h / 20 °C

1.2: 78.4 percent / CH₂Cl₂ / 1 h

2.1: 100 percent / K₂CO₃ / dimethylformamide / 14 h / 20 °C

3.1: 83.5 percent / AlCl₃; ethanethiol / CH₂Cl₂ / 1.5 h / 20 °C

4.1: 46.6 percent / DEAD; PPh₃ / tetrahydrofuran; toluene / 1 h / -20 °C

With aluminium trichloride; potassium carbonate; triphenylphosphine; ethanethiol; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: Friedel-Crafts acylation / 4.1: Mitsunobu reaction;
DOI:10.1248/cpb.49.799

Reference yield:

: 538-93-2
1-phenyl-2-methylpropane

: 148366-90-9
4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: AlCl₃ / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 99.2 percent / CH₂Cl₂ / 1 h / 0 °C

2.1: (-)-DIP-chloride / tetrahydrofuran / 3.5 h / -20 °C

2.2: 77.2 percent / diethanolamine / diethyl ether / 2 h

3.1: 46.6 percent / DEAD; PPh₃ / tetrahydrofuran; toluene / 1 h / -20 °C

With aluminium trichloride; triphenylphosphine; (-)-diisopinocamphenylborane chloride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 1.2: Friedel-Crafts acylation / 3.1: Mitsunobu reaction;
DOI:10.1248/cpb.49.799