(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

Base Information

Chemical Name:(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid
CAS No.:1443437-04-4
Molecular Formula:C₂₂H₂₅NO₂
Molecular Weight:335.446
Hs Code.:

Synonyms:(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

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Chemical Property of (S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

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Technology Process of (S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

There total 11 articles about (S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid 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: 98.0%

: 1443437-19-1
(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanenitrile

: 1443437-04-4
(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

Guidance literature:: With ethylene glycol; potassium hydroxide; In water; at 110 ℃; for 12h;
DOI:10.1002/chem.201202413

Reference yield:

: 18640-58-9
3-nitro-4-bromoacetophenone

: 1443437-04-4
(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

2.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 3 h / 0 °C

2.2: 0.5 h / 0 - 20 °C

3.1: tetrahydrofuran / 0.75 h / -45 °C / Schlenk technique; Inert atmosphere

4.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h

4.2: 12 h / 20 °C

5.1: palladium dichloride; triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 15 h / 110 °C / Schlenk technique; Inert atmosphere

6.1: magnesium; methanol / 13 h / Reflux

7.1: Amano lipase PS-IM (immobilized on diatomaceous earth) / water; di-isopropyl ether / 65 h / 40 °C / Resolution of racemate; Enzymatic reaction

8.1: copper(I) bromide dimethylsulfide complex; methanol / diethyl ether / 5 h / 0 - 20 °C / Reflux

9.1: pyridine; dmap / dichloromethane / 13 h / 20 °C

10.1: dimethyl sulfoxide / 10 h / 60 °C

11.1: ethylene glycol; potassium hydroxide / water / 12 h / 110 °C

With pyridine; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; Amano lipase PS-IM (immobilized on diatomaceous earth); iodine; magnesium; ethylene glycol; triethylamine; triphenylphosphine; tris-(o-tolyl)phosphine; potassium hydroxide; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; acetonitrile; 3.1: |Bartoli Indole Synthesis;
DOI:10.1002/chem.201202413

Reference yield:

: 161988-90-5
7-bromo-4-ethyl-1H-indole

: 1443437-04-4
(S)-4-(1-benzyl-4-ethyl-1H-indol-7-yl)pentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h

1.2: 12 h / 20 °C

2.1: palladium dichloride; triethylamine; tris-(o-tolyl)phosphine / acetonitrile / 15 h / 110 °C / Schlenk technique; Inert atmosphere

3.1: magnesium; methanol / 13 h / Reflux

4.1: Amano lipase PS-IM (immobilized on diatomaceous earth) / water; di-isopropyl ether / 65 h / 40 °C / Resolution of racemate; Enzymatic reaction

5.1: copper(I) bromide dimethylsulfide complex; methanol / diethyl ether / 5 h / 0 - 20 °C / Reflux

6.1: pyridine; dmap / dichloromethane / 13 h / 20 °C

7.1: dimethyl sulfoxide / 10 h / 60 °C

8.1: ethylene glycol; potassium hydroxide / water / 12 h / 110 °C

With pyridine; methanol; dmap; copper(I) bromide dimethylsulfide complex; Amano lipase PS-IM (immobilized on diatomaceous earth); magnesium; ethylene glycol; triethylamine; tris-(o-tolyl)phosphine; potassium hydroxide; palladium dichloride; In diethyl ether; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1002/chem.201202413