2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

Base Information

Chemical Name:2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid
CAS No.:1428794-28-8
Molecular Formula:C₃₂H₃₁FN₂O₄
Molecular Weight:526.608
Hs Code.:

Synonyms:2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

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Chemical Property of 2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

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Technology Process of 2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

There total 19 articles about 2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic 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: 32.0%

: 1428795-09-8
methyl 2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetate

: 1428794-28-8
2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

Guidance literature:: methyl 2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetate; With methanol; lithium hydroxide; In tetrahydrofuran; methanol; at 70 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at 0 ℃; pH=< 2;

Reference yield:

: 1428794-97-1
1-(4-fluorobenzyl)-1H-indole-2,3-dicarboxylic acid

: 1428794-28-8
2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

Guidance literature:: Multi-step reaction with 16 steps

1.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

2.1: 18 h / 90 °C / Reflux

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

4.2: 0 °C

5.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

6.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

7.1: lithium hydroxide; methanol / tetrahydrofuran / Reflux

7.2: 0 °C / pH < 2

8.1: thionyl chloride / 2 h / 70 °C

9.1: sodium tetrahydroborate / tetrahydrofuran / 70 °C

9.2: 0 °C

10.1: sulfurous dibromide / cis-1,2-Dichloroethylene / 2 h / 70 °C

11.1: N,N-dimethyl-formamide / 20 °C

12.1: water; potassium hydroxide / ethanol / 72 h / 140 °C / Sealed tube

12.2: 0 °C / pH < 2

13.1: hydrogenchloride; acetic acid / 1 h / 120 °C / Microwave irradiation

13.2: 0.33 h / 0 °C

14.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

14.2: 0.33 h / 0 °C

14.3: pH < 2

15.1: perchloric acid / 1 h / 20 °C

16.1: lithium hydroxide; methanol / methanol; tetrahydrofuran / 1 h / 70 °C

16.2: 0 °C / pH < 2

With hydrogenchloride; methanol; sodium tetrahydroborate; sulfurous dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; perchloric acid; water; sodium hydride; sodium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; cis-1,2-Dichloroethylene; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 54781-93-0
1H-indole-2,3-dicarboxylic acid dimethyl ester

: 1428794-28-8
2-(tert-butoxy)-2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetic acid

Guidance literature:: Multi-step reaction with 18 steps

1.1: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 90 °C

2.1: potassium hydroxide; ethanol / 18 h / 95 °C / Reflux

2.2: pH 1

3.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

4.1: 18 h / 90 °C / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

6.2: 0 °C

7.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

9.1: lithium hydroxide; methanol / tetrahydrofuran / Reflux

9.2: 0 °C / pH < 2

10.1: thionyl chloride / 2 h / 70 °C

11.1: sodium tetrahydroborate / tetrahydrofuran / 70 °C

11.2: 0 °C

12.1: sulfurous dibromide / cis-1,2-Dichloroethylene / 2 h / 70 °C

13.1: N,N-dimethyl-formamide / 20 °C

14.1: water; potassium hydroxide / ethanol / 72 h / 140 °C / Sealed tube

14.2: 0 °C / pH < 2

15.1: hydrogenchloride; acetic acid / 1 h / 120 °C / Microwave irradiation

15.2: 0.33 h / 0 °C

16.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

16.2: 0.33 h / 0 °C

16.3: pH < 2

17.1: perchloric acid / 1 h / 20 °C

18.1: lithium hydroxide; methanol / methanol; tetrahydrofuran / 1 h / 70 °C

18.2: 0 °C / pH < 2

With hydrogenchloride; methanol; sodium tetrahydroborate; sulfurous dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; perchloric acid; ethanol; water; sodium hydride; sodium carbonate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium iodide; potassium hydroxide; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; cis-1,2-Dichloroethylene; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;