ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate

Base Information

• Chemical Name: ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate
• CAS No.: 1374134-28-7
• Molecular Formula: C₂₀H₂₉BO₄
• Molecular Weight: 344.259
• Mol file: 1374134-28-7.mol

Synonyms:ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate

Chemical Property of ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate

There total 4 articles about ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate 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 (1R,2R)-2-(4-ethyl-3-iodophenyl)cyclopropanecarboxylate (1374135-75-7) + bis(pinacol)diborane (73183-34-3) → ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate (1374134-28-7)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dimethyl sulfoxide; at 50 - 80 ℃; Inert atmosphere;

Reference yield:

4-ethylbenzylaldehyde (4748-78-1) → ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate (1374134-28-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium periodate; sulfuric acid; iodine / 1 h / 25 - 30 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.33 h / 0 °C

2.2: 20 °C

3.1: copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline] / 1,2-dichloro-ethane / 24 h / -15 °C

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; dimethyl sulfoxide / 50 - 80 °C / Inert atmosphere

With sodium periodate; sulfuric acid; iodine; potassium acetate; potassium hexamethylsilazane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline]; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide; 1,2-dichloro-ethane;

Reference yield:

4-ethyl-3-iodobenzaldehyde (1289030-90-5) → ethyl (1R,2R)-2-[4-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxylate (1374134-28-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.33 h / 0 °C

1.2: 20 °C

2.1: copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline] / 1,2-dichloro-ethane / 24 h / -15 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; dimethyl sulfoxide / 50 - 80 °C / Inert atmosphere

With potassium acetate; potassium hexamethylsilazane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper(I) trifluoromethanesulfonate benzene; 2,2′-isopropylidenebis[(4R)-4-tert-butyl-2-oxazoline]; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide; 1,2-dichloro-ethane;

upstream raw materials:

ethyl (1R,2R)-2-(4-ethyl-3-iodophenyl)cyclopropanecarboxylate

bis(pinacol)diborane

4-ethylbenzylaldehyde

4-ethyl-3-iodobenzaldehyde