2-Methoxy-trans-beta-styrylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Methoxy-trans-beta-styrylboronic acid pinacol ester
• CAS No.: 149777-81-1
• Molecular Formula: C15H21BO3
• Molecular Weight: 260.141
• Hs Code.: 2934999090
• Mol file: 149777-81-1.mol

Synonyms:185667;2-Methoxy-trans-beta-styrylboronic acid picol ester;2-Methoxy-trans-beta-styrylboronic acid pinacol ester;(E)-2-(2-methoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[(1E)-2-(2-methoxyphenyl)ethenyl]-4,4,5,5-tetra methyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-[(1E)-2-(2-methoxyphenyl)ethenyl]-4,4,5,5-tetramethyl-

Chemical Property of 2-Methoxy-trans-beta-styrylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 310.7±44.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 3.33980

Purity/Quality:

98% ^*data from raw suppliers

(E)-2-(2-Methoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methoxy-trans-beta-styrylboronic acid pinacol ester

There total 8 articles about 2-Methoxy-trans-beta-styrylboronic 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%

1-ethynyl-2-methoxybenzene (767-91-9) + bis(pinacol)diborane (73183-34-3) → (E)-2-(2-methoxystyryl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (149777-81-1)

Guidance literature:

bis(pinacol)diborane; With [1,3-bis(1-adamantyl)imidazolidin-2-yl]chloro-copper; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.5h; Inert atmosphere;

1-ethynyl-2-methoxybenzene; With methanol; In tetrahydrofuran; at 22 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja2007643

Reference yield: 87.0%

o-methoxystyrene (612-15-7) + bis(pinacol)diborane (73183-34-3) → (E)-2-(2-methoxystyryl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (149777-81-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(I) thiocyanate; CyJohnPhos; lithium tert-butoxide; In 1,2-dichloro-ethane; at 80 ℃; for 18h; regioselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.8b03599

Reference yield: 81.0%

1-ethynyl-2-methoxybenzene (767-91-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-2-(2-methoxystyryl)-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane (149777-81-1)

Guidance literature:

With C₂₈H₄₀CuNO; In acetonitrile; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.jorganchem.2016.09.025

upstream raw materials:

1-ethynyl-2-methoxybenzene

bis(pinacol)diborane

3-(2-methoxyphenyl)prop-2-ynoic acid

(E)-1-Bromo-2-(o-methoxyphenyl)ethylene

Downstream raw materials:

(E)-(2-methoxystyryl)boronic acid