2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]acetate

Base Information

• Chemical Name: 2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]acetate
• CAS No.: 701232-69-1
• Molecular Formula: C20H28BO4-
• Molecular Weight: 358.286
• Mol file: 701232-69-1.mol

Synonyms:2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]acetate;[4-[4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)phenyl]cyclohexyl]acetic acid Methyl ester;methyl 2-((1r,4r)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate

Chemical Property of 2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]acetate

Chemical Property:

• PSA: 44.76000
• LogP: 3.82270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-(trans-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]acetate

There total 5 articles about 2-[(1r,4r)-4-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclohexyl]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: 100.0%

(trans)-methyl 2-(4-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)cyclohexyl)acetate (701232-68-0) + bis(pinacol)diborane (73183-34-3) → methyl 2-((trans)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate (701232-69-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 17h; Inert atmosphere;

DOI:10.1021/ml400527n

Reference yield:

4-(4-hydroxyphenyl)cyclohexan-1-one (105640-07-1) → methyl 2-((trans)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate (701232-69-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate

3.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

With hydrogen; potassium acetate; sodium hydride; triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; mineral oil;

Reference yield:

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester (701232-66-8) → methyl 2-((trans)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate (701232-69-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / palladium 10% on activated carbon / ethyl acetate

2: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

With hydrogen; potassium acetate; triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In 1,4-dioxane; dichloromethane; ethyl acetate;

upstream raw materials:

(trans)-methyl 2-(4-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)cyclohexyl)acetate

bis(pinacol)diborane

4-(4-hydroxyphenyl)cyclohexan-1-one

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester

Downstream raw materials:

methyl 2-((1r,4r)-4-(4-(5-(((R)-1-(2-chlorophenyl)ethoxy)carbonylamino)-1-methyl-1H-pyrazol-4-yl)phenyl)cyclohexyl)acetate

2-((1r,4r)-4-(4-(5-(((R)-1-(2-chlorophenyl)ethoxy)carbonylamino)-1-methyl-1H-pyrazol-4-yl)phenyl)cyclohexyl)acetic acid

methyl 2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)phenyl)cyclohexyl)acetate

2-((1r,4r)-4-(4-(4-(phenylcarbamoyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) phenyl) cyclohexyl)acetic acid