1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid

Base Information

• Chemical Name: 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid
• CAS No.: 1344996-26-4
• Molecular Formula: C₂₈H₃₁F₃N₂O₃S
• Molecular Weight: 532.627
• Mol file: 1344996-26-4.mol

Synonyms:1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid

Chemical Property of 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid

There total 13 articles about 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic 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:

ethyl 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylate (1344997-71-2) → 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid (1344996-26-4)

Guidance literature:

ethyl 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylate; With water; sodium hydroxide; In isopropyl alcohol; at 20 ℃; for 2h;

With hydrogenchloride; In water; pH=5;

Reference yield:

1,3-dibromobenzene (108-36-1) → 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid (1344996-26-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C

2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C

2.2: 2 h / -10 - 20 °C

2.3: 0.17 h / 0 °C

3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C

5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

6.1: sodium acetate; acetic acid / methanol / 1 h / 20 °C / Inert atmosphere

6.2: 20 °C

7.1: sodium hydroxide; water / isopropyl alcohol / 2 h / 20 °C

7.2: pH 5

With hydrogenchloride; potassium phosphate; n-butyllithium; water; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; diisopropylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol; 5.1: Suzuki Coupling;

Reference yield:

1,3-dibromo-2-ethyl-benzene (41053-30-9) → 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylic acid (1344996-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C

1.2: 2 h / -10 - 20 °C

1.3: 0.17 h / 0 °C

2.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C

4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

5.1: sodium acetate; acetic acid / methanol / 1 h / 20 °C / Inert atmosphere

5.2: 20 °C

6.1: sodium hydroxide; water / isopropyl alcohol / 2 h / 20 °C

6.2: pH 5

With hydrogenchloride; potassium phosphate; n-butyllithium; water; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol; 4.1: Suzuki Coupling;

upstream raw materials:

4-carbethoxypiperidine

2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}benzaldehyde

1,3-dibromobenzene

1,3-dibromo-2-ethyl-benzene