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

Base Information

Chemical Name:methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)-2-hydroxyacetate
CAS No.:1428795-08-7
Molecular Formula:C₂₉H₂₅FN₂O₄
Molecular Weight:484.527
Hs Code.:

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

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

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

There total 17 articles about methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)-2-hydroxyacetate 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: 90.0%

: 1428795-07-6
methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetate

: 1428795-08-7
methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)-2-hydroxyacetate

Guidance literature:: methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With (1R)-(?)-(10-camphorsulfonyl)oxaziridine; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With hydrogenchloride; In tetrahydrofuran; Hexachlorobutadiene; pH=< 2;

Reference yield:

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

: 1428795-08-7
methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 14 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

With hydrogenchloride; methanol; sodium tetrahydroborate; sulfurous dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; 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; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1428794-98-2
methyl 1-(4-fluorobenzyl)-2-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1H-indole-3-carboxylate

: 1428795-08-7
methyl 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 11 steps

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

1.2: 0 °C

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

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

4.1: lithium hydroxide; methanol / tetrahydrofuran / Reflux

4.2: 0 °C / pH < 2

5.1: thionyl chloride / 2 h / 70 °C

6.1: sodium tetrahydroborate / tetrahydrofuran / 70 °C

6.2: 0 °C

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

8.1: N,N-dimethyl-formamide / 20 °C

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

9.2: 0 °C / pH < 2

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

10.2: 0.33 h / 0 °C

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

11.2: 0.33 h / 0 °C

11.3: pH < 2

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