(Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1187525-04-7
Molecular Formula:C₁₆H₂₃BO₃
Molecular Weight:274.168
Hs Code.:

Synonyms:(Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of (Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of (Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about (Z)-2-(2-(4-methoxyphenyl)-1-propenyl)-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: 100.0%

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

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

Guidance literature:: With rac-3,3'-bis(3,5-bis(trifluoromethyl)phenyl)-[1,1'-binaphthalene]-2,2'-diol; In acetonitrile; at 20 ℃; for 24h; Sealed tube; Inert atmosphere; Irradiation;
DOI:10.1002/chem.202102536

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

: 73183-34-3
bis(pinacol)diborane

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran / 0.08 h / 20 °C / Schlenk technique; Sealed tube; Inert atmosphere

1.2: 0.08 h

1.3: 24 h / 20 °C

2.1: tris[2-phenylpyridinato-C₂,N]iridium(III) / acetonitrile / 16 h / Sealed tube; Inert atmosphere; UV-irradiation

With tris[2-phenylpyridinato-C₂,N]iridium(III); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In tetrahydrofuran; acetonitrile;
DOI:10.1002/anie.201800286