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

Base Information

Chemical Name:5-(3,3-dimethyl-but-1-ynyl)-3-(1-(2-hydroxy-acetyl)-4-(4-methyl-cyclohexyl)-1,2,5,6-tetrahydro-pyridin-3-yl)-thiophene-2-carboxylic acid
CAS No.:1383384-77-7
Molecular Formula:C₂₅H₃₃NO₄S
Molecular Weight:443.607
Hs Code.:

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

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

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

There total 14 articles about 5-(3,3-dimethyl-but-1-ynyl)-3-(1-(2-hydroxy-acetyl)-4-(4-methyl-cyclohexyl)-1,2,5,6-tetrahydro-pyridin-3-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:

: 1383385-94-1
C₂₈H₃₇NO₅S

: 1383384-77-7
5-(3,3-dimethyl-but-1-ynyl)-3-(1-(2-hydroxy-acetyl)-4-(4-methyl-cyclohexyl)-1,2,5,6-tetrahydro-pyridin-3-yl)-thiophene-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; for 6h;

Reference yield:

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

: 1383384-77-7
5-(3,3-dimethyl-but-1-ynyl)-3-(1-(2-hydroxy-acetyl)-4-(4-methyl-cyclohexyl)-1,2,5,6-tetrahydro-pyridin-3-yl)-thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

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

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 4 h / 90 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / -78 - 20 °C

4.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water / 2 h / 80 °C / Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / methanol / 15 h / 2585.81 Torr

6.1: acetonitrile / 3 h / 80 °C

7.1: sodium tetrahydroborate / methanol / 1 h

8.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 2.5 h / -78 °C / Inert atmosphere

8.2: 1.5 h / -78 °C

9.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 4 h / Reflux

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.92 h / 20 °C

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

12.1: lithium hydroxide / ethanol; tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; copper(l) iodide; n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; hydrogen; sodium hexamethyldisilazane; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; 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; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

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

: 1383384-77-7
5-(3,3-dimethyl-but-1-ynyl)-3-(1-(2-hydroxy-acetyl)-4-(4-methyl-cyclohexyl)-1,2,5,6-tetrahydro-pyridin-3-yl)-thiophene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

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

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water / 2 h / 80 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol / 15 h / 2585.81 Torr

4.1: acetonitrile / 3 h / 80 °C

5.1: sodium tetrahydroborate / methanol / 1 h

6.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 2.5 h / -78 °C / Inert atmosphere

6.2: 1.5 h / -78 °C

7.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 4 h / Reflux

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.92 h / 20 °C

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

10.1: lithium hydroxide / ethanol; tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; copper(l) iodide; tert.-butylnitrite; diiodomethane; carbonochloridic acid 1-chloro-ethyl ester; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; 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; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;