[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

Base Information

Chemical Name:[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane
CAS No.:1270304-84-1
Molecular Formula:C₂₀H₃₅BO₂Si
Molecular Weight:346.393
Hs Code.:

Synonyms:[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

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Chemical Property of [(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

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Technology Process of [(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

There total 2 articles about [(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane 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: 94.0%

: (S)-3-phenyl-1-trimethylsilyl-1-N,N-diisopropylcarbamoyloxypropane

: 82954-89-0
ethylboronic acid pinacol ester

: 1270304-84-1
[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

Guidance literature:: (S)-3-phenyl-1-trimethylsilyl-1-N,N-diisopropylcarbamoyloxypropane; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 5h; Inert atmosphere;

ethylboronic acid pinacol ester; In diethyl ether; cyclohexane; at -78 - 23 ℃; Inert atmosphere;
DOI:10.1021/ol200177f

Reference yield:

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

: 1270304-84-1
[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sec.-butyllithium; (-)-sparteine / diethyl ether; cyclohexane / 5 h / -78 °C / Inert atmosphere

1.2: 23 °C / Inert atmosphere

2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; cyclohexane / 5 h / -78 °C / Inert atmosphere

2.2: -78 - 23 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; (-)-sparteine; In diethyl ether; cyclohexane;
DOI:10.1021/ol200177f

Reference yield: 60.0%

: 1270304-84-1
[(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane

: 917-57-7
vinyllithium

: 1270304-90-9
[(1S)-1-ethyl-1-(2-phenylethyl)prop-2-en-1-yl](dimethyl)phenylsilane

Guidance literature:: [(1S)-1-ethyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]-(trimethyl)silane; vinyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; methanol; at 0 ℃; for 0.5h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol200177f