(R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1338073-41-8
Molecular Formula:C₁₉H₂₉BO₃
Molecular Weight:316.248
Hs Code.:

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

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

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

There total 2 articles about (R)-2-(1-(4-methoxyphenyl)hex-5-en-3-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: 77.6%

: 959032-99-6
3-(4-methoxyphenyl)propyl N,N-diisopropylcarbamate

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1338073-41-8
(R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 3-(4-methoxyphenyl)propyl N,N-diisopropylcarbamate; With (-)-sparteine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 5h; Inert atmosphere; Schlenk technique;

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

With magnesium bromide ethyl etherate; In diethyl ether; hexane; cyclohexane; for 16h; enantioselective reaction; Reflux; Inert atmosphere; Schlenk technique;
DOI:10.14233/ajchem.2014.16244

Reference yield:

: 5406-18-8
3-(p-methoxyphenyl)-1-propanol

: 1338073-41-8
(R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 16 h / Reflux

2.1: sec.-butyllithium; (-)-sparteine / diethyl ether; hexane; cyclohexane / 5 h / -78 °C

2.2: -78 °C / Reflux

With sec.-butyllithium; triethylamine; (-)-sparteine; In diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1021/ja2077813

Reference yield: 88.0%

: 1338073-41-8
(R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: (+)-(3R)-1-(4-methoxyphenyl)hex-5-en-3-ol

Guidance literature:: With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; diethyl ether; water; at 0 - 20 ℃; optical yield given as %ee;
DOI:10.1021/ja2077813