2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane

Base Information

• Chemical Name: 2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane
• CAS No.: 1035690-24-4
• Molecular Formula: C15H21BO3
• Molecular Weight: 260.141
• Hs Code.: 2934999090
• Mol file: 1035690-24-4.mol

Synonyms:2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane;2-(3-Cyclopropoxyphenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;3-Cyclopropoxyphenylboronic acid pinacol ester

Chemical Property of 2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane

Chemical Property:

• PSA: 27.69000
• LogP: 2.52700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-Cyclopropoxyphenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane

There total 3 articles about 2-(3-Cydopropoxy-phenyl)-4,4,5,5-tetraMethy-[1,3,2]dioxaborolane 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: 65.0%

1-bromo-3-(cyclopropyloxy)benzene (1035690-22-2) + bis(pinacol)diborane (73183-34-3) → 2-(3-cyclopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1035690-24-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 2.33333h; Inert atmosphere;

DOI:10.1002/anie.201810312

Reference yield:

3-Bromophenol (591-20-8) → 2-(3-cyclopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1035690-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; sodium iodide / N,N-dimethyl-formamide / 19 h / 150 °C / Pressure tube

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 21 h / 100 °C / Inert atmosphere

With potassium acetate; caesium carbonate; sodium iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

→ 2-(3-cyclopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1035690-24-4)

Guidance literature:

With potassium phosphate; at 70 - 100 ℃; Inert atmosphere;

upstream raw materials:

1-bromo-3-(cyclopropyloxy)benzene

bis(pinacol)diborane

3-Bromophenol

Downstream raw materials:

(3'-(cyclopropyloxy)-2-(2,2-dimethylcyclopentyI)-1,1'-biphenyl-4-yl)methanol

methyl 3'-(cyclopropyloxy)-2-(2,2-dimethylcyclopentyI)-1,1'-biphenyl-4-carboxylate

Refernces

• 1、 Němec, Václav,Hylsová, Michaela,Maier, Luká?,Flegel, Jana,Sievers, Sonja,Ziegler, Slava,Schr?der, Martin,Berger, Benedict-Tilman,Chaikuad, Apirat,Val?íková, Barbora,Uldrijan, Stjepan,Drápela, Stanislav,Sou?ek, Karel,Waldmann, Herbert,Knapp, Stefan,Paruch, Kamil. "Furo[3,2-b]pyridine: A Privileged Scaffold for Highly Selective Kinase Inhibitors and Effective Modulators of the Hedgehog Pathway". supporting information. p. 1062 - 1066. Retrieved 2019/01/04.
• 2、 -. "IMIDAZO [1,5-A]PYRIMIDINYL CARBOXAMIDE COMPOUNDS AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS". Paragraph 00218; 00296; 00597. . Retrieved 2017/11/04.