(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1398771-24-8
Molecular Formula:C₁₆H₂₃BO₃
Molecular Weight:274.168
Hs Code.:

Synonyms:(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Suppliers and Price of (E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 3 raw suppliers

Chemical Property of (E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 4 articles about (E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-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: 76.0%

: 768-60-5
4-methoxyphenylacetylen

: 73183-34-3
bis(pinacol)diborane

: 74-88-4
methyl iodide

: 1398771-24-8
(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: bis(pinacol)diborane; With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

4-methoxyphenylacetylen; methyl iodide; In tetrahydrofuran; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ja307670k

Reference yield:

: 100-06-1
1-(4-methoxyphenyl)ethanone

: 78782-17-9
4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

: 1187525-04-7
(Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1398771-24-8
(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; With 2,2,6,6-tetramethylpiperidinyl-lithium; N,N',N''-trimethyl-1,4,7-triazacyclononane; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Sealed tube;

1-(4-methoxyphenyl)ethanone; In tetrahydrofuran; at -78 ℃; for 16h; Overall yield = 121.2 mg; stereoselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.orglett.9b01663

Reference yield:

: 768-60-5
4-methoxyphenylacetylen

: 1398771-24-8
(E)-2-(2-(4-methoxyphenyl)prop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: zirconocene dichloride / dichloromethane; toluene / 0 °C / Inert atmosphere

1.2: 14 h / 0 - 23 °C / Inert atmosphere

2.1: dichloromethane; toluene / 1 h / 0 - 23 °C / Inert atmosphere

With zirconocene dichloride; In dichloromethane; toluene;
DOI:10.1021/acs.orglett.8b01252