3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Base Information

Chemical Name:3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester
CAS No.:1383384-08-4
Molecular Formula:C₃₄H₄₁N₃O₅S₂
Molecular Weight:635.849
Hs Code.:

3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Synonyms:3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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Chemical Property of 3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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Technology Process of 3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

There total 15 articles about 3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl 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:

: 18997-19-8
Chloromethyl pivalate

: 1383383-22-9
3-(1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-5-(4-((thiazole-4-carbonyl)-amino)-phenyl)-thiophene-2-carboxylic acid

: 1383384-08-4
3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 1383384-08-4
3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 8 h / -78 °C / Inert atmosphere

2.1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 90 °C / Inert atmosphere

3.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 4 h / 92 °C / Inert atmosphere

4.1: hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr

5.1: acetonitrile / 3 h / 80 °C

6.1: sodium tetrahydroborate / methanol / 20 - 80 °C

7.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 2.5 h / -77 - -70 °C / Inert atmosphere

7.2: 1.5 h / -77 °C / Inert atmosphere

8.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 4 h / 92 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

10.2: 1 h / 20 °C

11.1: lithium hydroxide / ethanol; tetrahydrofuran / 16 h / 20 °C

12.1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; hydrogen; potassium acetate; sodium hexamethyldisilazane; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; lithium diisopropyl amide; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; ethylbenzene; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 22288-78-4
Methyl 3-aminothiophene-2-carboxylate

: 1383384-08-4
3-[1-methyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-{4-[(thiazole-4-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: diiodomethane; tert.-butylnitrite / acetonitrile / 1.5 h / 50 °C

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 3 h / 88 °C / Inert atmosphere

3.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 4 h / 92 °C / Inert atmosphere

4.1: hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr

5.1: acetonitrile / 3 h / 80 °C

6.1: sodium tetrahydroborate / methanol / 20 - 80 °C

7.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 2.5 h / -77 - -70 °C / Inert atmosphere

7.2: 1.5 h / -77 °C / Inert atmosphere

8.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 4 h / 92 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

10.2: 1 h / 20 °C

11.1: lithium hydroxide / ethanol; tetrahydrofuran / 16 h / 20 °C

12.1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; tert.-butylnitrite; diiodomethane; hydrogen; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; lithium diisopropyl amide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; ethylbenzene; water; N,N-dimethyl-formamide; acetonitrile;