ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate

Base Information

• Chemical Name: ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate
• CAS No.: 1344998-34-0
• Molecular Formula: C₂₄H₃₈BNO₄
• Molecular Weight: 415.381
• Mol file: 1344998-34-0.mol

Synonyms:ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate

Chemical Property of ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate

There total 11 articles about ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate 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 (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methylidene}-1-piperidinyl)acetate (1344998-33-9) → ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate (1344998-34-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4h;

Reference yield:

1,3-dibromobenzene (108-36-1) → ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate (1344998-34-0)

Guidance literature:

Multi-step reaction with 11 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: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

5.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 20 °C

6.1: toluene / 48 h / 130 °C / Sealed tube

7.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

7.2: 0 - 20 °C

8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

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

11.1: hydrogen / palladium on activated charcoal / ethanol / 4 h

With hydrogenchloride; methanol; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; hydrogen; isopropylmagnesium bromide; potassium acetate; sodium hydride; potassium carbonate; diisopropylamine; triphenylphosphine; trifluoroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

1,3-dibromo-2-ethyl-benzene (41053-30-9) → ethyl (4-{[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinyl)acetate (1344998-34-0)

Guidance literature:

Multi-step reaction with 10 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: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C

4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 20 °C

5.1: toluene / 48 h / 130 °C / Sealed tube

6.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

6.2: 0 - 20 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

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

10.1: hydrogen / palladium on activated charcoal / ethanol / 4 h

With hydrogenchloride; methanol; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; hydrogen; isopropylmagnesium bromide; potassium acetate; sodium hydride; potassium carbonate; triphenylphosphine; trifluoroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1,3-dibromobenzene

1,3-dibromo-2-ethyl-benzene

3-bromo-2-ethylbenzaldehyde

(3-bromo-2-ethylphenyl)(hydroxy)methanesulfonic acid

Downstream raw materials:

ethyl (4-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-ethylphenyl]methyl}-1-piperidinyl)acetate