rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

Base Information

Chemical Name:rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide
CAS No.:910637-28-4
Molecular Formula:C₂₆H₃₃N₃O₅S
Molecular Weight:499.631
Hs Code.:

rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

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Chemical Property of rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

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Technology Process of rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

There total 10 articles about rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide 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:

: 1073-13-8
4,4-dimethylcyclohexenone

: 910637-28-4
rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C / 750.08 Torr

2.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 0.5 h / 20 °C / Cooling with ice

2.2: 0.83 h / 15 - 20 °C

3.1: oxalyl dichloride / chloroform / 1 h / 20 - 25 °C

4.1: sodium; ethanol / tetrahydrofuran / 1 h / 20 °C

5.1: sodium; ethanol / 0.25 h / 50 - 75 °C

6.1: water; lithium hydroxide / ethanol / 70 °C

7.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

7.2: 18 h / 20 °C

8.1: sodium hydroxide / isopropyl alcohol; water / 20 h / 20 °C

9.1: ammonia / methanol / 18 h / 65 °C / Sealed tube

10.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 20 °C

10.2: 3 h / 20 °C

With oxalyl dichloride; ethanol; palladium 10% on activated carbon; potassium tert-butylate; ammonia; water; hydrogen; sodium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;
DOI:10.1021/jm401456d

Reference yield:

: C₁₃H₂₀O₃S

: 910637-28-4
rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium; ethanol / 0.25 h / 50 - 75 °C

2.1: water; lithium hydroxide / ethanol / 70 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 18 h / 20 °C

4.1: sodium hydroxide / isopropyl alcohol; water / 20 h / 20 °C

5.1: ammonia / methanol / 18 h / 65 °C / Sealed tube

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 20 °C

6.2: 3 h / 20 °C

With ethanol; ammonia; water; sodium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm401456d

Reference yield:

: 910635-41-5
5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylicacid ethyl ester

: 910637-28-4
rac-N-(3-{4-[5-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methylphenoxy}-2-hydroxypropyl)-2-hydroxyacetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: water; lithium hydroxide / ethanol / 70 °C

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 18 h / 20 °C

3.1: sodium hydroxide / isopropyl alcohol; water / 20 h / 20 °C

4.1: ammonia / methanol / 18 h / 65 °C / Sealed tube

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 20 °C

5.2: 3 h / 20 °C

With ammonia; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm401456d