(S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

Base Information

Chemical Name:(S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid
CAS No.:1365987-76-3
Molecular Formula:C₂₁H₂₃NO₄S
Molecular Weight:385.484
Hs Code.:

Synonyms:

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Chemical Property of (S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

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Technology Process of (S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

There total 7 articles about (S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric 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:

: (S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]-butanal

: 1365987-76-3
(S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 0 - 20 ℃; for 1h;
DOI:10.1021/ja3004733

Reference yield:

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

: 1365987-76-3
(S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 2 h / Inert atmosphere; Reflux

2.1: bi(allylnickel bromide); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; N,N-bis-[(S)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine / dichloromethane / 3.03 h / -78 °C / 760.05 Torr

3.1: 18-crown-6 ether; potassium hydride / 1,2-dimethoxyethane / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 14 h / 0 - 20 °C / Inert atmosphere

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

4.2: 0.5 h / 0 - 20 °C / Inert atmosphere

5.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.33 h / 20 °C / Inert atmosphere; Molecular sieve

6.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 1 h / 0 - 20 °C

With sodium chlorite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; 18-crown-6 ether; bi(allylnickel bromide); potassium hydride; 4-methylmorpholine N-oxide; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; 9-bora-bicyclo[3.3.1]nonane; N,N-bis-[(S)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Stille coupling;
DOI:10.1021/ja3004733

Reference yield:

: 1365987-29-6
4-ethyl-7-vinyl-1H-indole

: 1365987-76-3
(S)-3-[4-ethyl-1-(toluene-4-sulfonyl)-1H-indol-7-yl]butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: bi(allylnickel bromide); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; N,N-bis-[(S)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine / dichloromethane / 3.03 h / -78 °C / 760.05 Torr

2.1: 18-crown-6 ether; potassium hydride / 1,2-dimethoxyethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 14 h / 0 - 20 °C / Inert atmosphere

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

3.2: 0.5 h / 0 - 20 °C / Inert atmosphere

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1.33 h / 20 °C / Inert atmosphere; Molecular sieve

5.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 1 h / 0 - 20 °C

With sodium chlorite; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; 18-crown-6 ether; bi(allylnickel bromide); potassium hydride; 4-methylmorpholine N-oxide; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; 9-bora-bicyclo[3.3.1]nonane; N,N-bis-[(S)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja3004733