2-[3-(cyclopropanesulfonyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-[3-(cyclopropanesulfonyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1020206-37-4
• Molecular Formula: C15H21BO4S
• Molecular Weight: 308.206
• Hs Code.: 2931900090
• Mol file: 1020206-37-4.mol

Synonyms:2-[3-(cyclopropanesulfonyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-(Cyclopropylsulfonyl)phenylboronic acid, pinacol ester

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

Chemical Property:

• PSA: 60.98000
• LogP: 3.00270

Purity/Quality:

97% ^*data from raw suppliers

3-(Cyclopropylsulfonyl)phenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 2 articles about 2-[3-(cyclopropanesulfonyl)phenyl]-4,4,5,5-tetramethyl-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: 84.0%

1-bromo-3-(cyclopropylsulfonyl)benzene (19433-09-1) + bis(pinacol)diborane (73183-34-3) → 2-(3-(cyclopropylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1020206-37-4)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 1.5h; Inert atmosphere;

Reference yield:

1-bromo-3-(cyclopropylsulfanyl)benzene (1280786-81-3) → 2-(3-(cyclopropylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1020206-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 20 °C

2: potassium acetate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane / 1.5 h / 90 °C / Inert atmosphere

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;

Reference yield: 78.0%

2-(3-(cyclopropylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1020206-37-4) + 2-((3-(5-chloro-3-methyl-9H-pyrido[2,3-b]indol-8-yloxy)propyl)-(ethyl)amino)ethanol (1020206-09-0) → 2-((3-(5-(3-(cyclopropylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-yloxy)propyl)(ethyl)amino)ethanol (1020206-10-3)

Guidance literature:

With caesium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; toluene; for 6h; Reflux; Inert atmosphere;

upstream raw materials:

1-bromo-3-(cyclopropylsulfanyl)benzene

1-bromo-3-(cyclopropylsulfonyl)benzene

bis(pinacol)diborane

Downstream raw materials:

2-((3-(5-(3-(cyclopropylsulfonyl)phenyl)-3-methyl-9H-pyrido[2,3-b]indol-8-yloxy)propyl)(ethyl)amino)ethanol