(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

Base Information

Chemical Name:(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate
CAS No.:1338073-42-9
Molecular Formula:C₂₂H₃₅BO₄
Molecular Weight:374.328
Hs Code.:

Synonyms:(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

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Chemical Property of (R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

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Technology Process of (R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

There total 5 articles about (R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate 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: 81.0%

: 1338073-31-6
3-phenylpropyl 2,4,6-triisopropylbenzoate

: 134892-19-6
2-[2-[[(1,1-dimethylethyl)oxy]carbonyl]ethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1338073-42-9
(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

Guidance literature:: 3-phenylpropyl 2,4,6-triisopropylbenzoate; With sec.-butyllithium; (-)-sparteine; In diethyl ether; at -78 ℃; for 4h; Inert atmosphere; Schlenk technique;

2-[2-[[(1,1-dimethylethyl)oxy]carbonyl]ethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;
DOI:10.1021/jacs.6b03963

Reference yield:

: 134892-19-6
2-[2-[[(1,1-dimethylethyl)oxy]carbonyl]ethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 218601-55-9
3-phenylpropyl N,N-diisopropylcarbamate

: 1338073-42-9
(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

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

2-[2-[[(1,1-dimethylethyl)oxy]carbonyl]ethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 1h; Inert atmosphere;

With magnesium bromide ethyl etherate; In diethyl ether; hexane; cyclohexane; enantioselective reaction;
DOI:10.1039/c1cc14469c

Reference yield:

: 122-97-4
3-Phenyl-1-propanol

: 1338073-42-9
(R)-tert-butyl 6-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 0 - 20 °C

1.2: 18 h / 90 °C / Sealed flask

2.1: sec.-butyllithium; (-)-sparteine / diethyl ether; hexane; cyclohexane / 4 h / -78 °C

2.2: -78 °C / Reflux

With sec.-butyllithium; sodium hydride; (-)-sparteine; In tetrahydrofuran; diethyl ether; hexane; cyclohexane; mineral oil;
DOI:10.1021/ja2077813