methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate

Base Information

• Chemical Name: methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate
• CAS No.: 1344997-78-9
• Molecular Formula: C₂₆H₂₉ClN₂O₃S
• Molecular Weight: 485.047
• Mol file: 1344997-78-9.mol

Synonyms:methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate

Chemical Property of methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate

There total 11 articles about methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate 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:

3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylbenzaldehyde (1260023-93-5) + methyl azetidine-3-carboxylate (343238-58-4) → methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate (1344997-78-9)

Guidance literature:

3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylbenzaldehyde; methyl azetidine-3-carboxylate; With sodium acetate; acetic acid; In ethanol; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃;

Reference yield:

1,3-dibromobenzene (108-36-1) → methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate (1344997-78-9)

Guidance literature:

Multi-step reaction with 6 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⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

6.1: sodium acetate; acetic acid / ethanol / 0.5 h / 20 °C / Inert atmosphere

6.2: 20 °C

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

Reference yield:

4-bromo-2-chloro-1-[(1-methylethyl)oxy]benzene (201849-21-0) → methyl 1-{[3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylate (1344997-78-9)

Guidance literature:

Multi-step reaction with 5 steps

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

2.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 2 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

3.1: sodium acetate; bromine; acetic acid / 20 °C

4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 120 °C / Inert atmosphere; Microwave irradiation; Sealed vessel

5.1: sodium acetate; acetic acid / ethanol / 0.5 h / 20 °C / Inert atmosphere

5.2: 20 °C

With potassium phosphate; bromine; potassium acetate; sodium acetate; caesium carbonate; acetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; 2.1: Suzuki Coupling / 4.1: Suzuki Coupling;

upstream raw materials:

1,3-dibromobenzene

3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylbenzaldehyde

methyl azetidine-3-carboxylate

4-bromo-2-chloro-1-[(1-methylethyl)oxy]benzene