2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester

Base Information

• Chemical Name: 2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester
• CAS No.: 1073354-07-0
• Molecular Formula: C11H23BO5
• Molecular Weight: 246.10832
• Hs Code.: 2932999099
• Mol file: 1073354-07-0.mol

Synonyms:2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester;2-(1,3-DIOXOLAN-2-YL)-1-ETHYLBORONIC ACID PINACOL ESTER;2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

Chemical Property of 2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 100°C/1.5mm
• Flash Point: 100°C/1.5mm
• PSA: 36.92000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 1.84160
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

2-(1,3-Dioxolan-2-yl)-1-ethylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester

There total 2 articles about 2-(1,3-Dioxolan-2-yl)ethylboronic acid pinacol ester 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: 88.0%

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) + bis(pinacol)diborane (73183-34-3) → 2-(2-(1,3-dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073354-07-0)

Guidance literature:

With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b05880

Reference yield: 62.0%

2-vinyl-1,3-dioxolane (3984-22-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(2-(1,3-dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073354-07-0)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In neat (no solvent); at 20 ℃; for 24h; regioselective reaction; Catalytic behavior;

DOI:10.1021/acscatal.7b01750

Reference yield: 82.0%

3-phenylpropyl 2,4,6-triisopropylbenzoate (1338073-31-6) + 2-(2-(1,3-dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073354-07-0) → (S)-2-(1-(1,3-dioxolan-2-yl)-5-phenylpentan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:

3-phenylpropyl 2,4,6-triisopropylbenzoate; With sec.-butyllithium; sparteine; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 4h; Inert atmosphere; Schlenk technique;

2-(2-(1,3-dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; hexane; cyclohexane; at -78 ℃; enantioselective reaction; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b05880

upstream raw materials:

2-bromo-2-(2-ethyl)dioxolane

bis(pinacol)diborane

2-vinyl-1,3-dioxolane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane