5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid
• CAS No.: 1383383-30-9
• Molecular Formula: C₂₄H₃₄N₂O₂S
• Molecular Weight: 414.612
• Mol file: 1383383-30-9.mol

Synonyms:5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid

Chemical Property of 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid

There total 12 articles about 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic 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:

C25H36N2O2S (1383385-09-8) → 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid (1383383-30-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid (1383383-30-9)

Guidance literature:

Multi-step reaction with 9 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 - -70 °C / Inert atmosphere

8.1: triethylamine; copper(l) iodide / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

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

With sodium tetrahydroborate; copper(l) iodide; hydrogen; potassium acetate; sodium hexamethyldisilazane; sodium carbonate; triethylamine; 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; ethylbenzene; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 5-(3-amino-3-methyl-but-1-ynyl)-3-(1-ethyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl)-thiophene-2-carboxylic acid (1383383-30-9)

Guidance literature:

Multi-step reaction with 9 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 - -70 °C / Inert atmosphere

8.1: triethylamine; copper(l) iodide / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

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

With sodium tetrahydroborate; copper(l) iodide; tert.-butylnitrite; diiodomethane; hydrogen; sodium carbonate; triethylamine; lithium hydroxide; lithium diisopropyl amide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; n-heptane; ethylbenzene; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

cyclohexanone

Methyl 3-aminothiophene-2-carboxylate

4-methylcyclohex-1-en-1-yl trifluoromethanesulfonate

4,4,5,5-tetramethyl-2-(4-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane