dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

Base Information

Chemical Name:dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane
CAS No.:1270304-85-2
Molecular Formula:C₂₄H₃₅BO₂Si
Molecular Weight:394.437
Hs Code.:

Synonyms:dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

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Chemical Property of dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

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Technology Process of dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

There total 2 articles about dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane 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: 52.0%

: 1270304-82-9
(1S)-1-[dimethyl(phenyl)silyl]-3-phenylpropyl diisopropylcarbamate

: 94242-85-0
2,4,4,5,5-pentamethyl-[1,3,2]dioxaborolane

: 1270304-85-2
dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

Guidance literature:: (1S)-1-[dimethyl(phenyl)silyl]-3-phenylpropyl diisopropylcarbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 5h; Inert atmosphere;

2,4,4,5,5-pentamethyl-[1,3,2]dioxaborolane; In diethyl ether; cyclohexane; at -78 - 23 ℃; Inert atmosphere;

With magnesium bromide diethyl etherate; In diethyl ether; cyclohexane; Inert atmosphere;
DOI:10.1021/ol200177f

Reference yield:

: 768-33-2
phenyldimethylsilyl chloride

: 1270304-85-2
dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

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

2.3: Inert atmosphere

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

Reference yield: 73.0%

: 1270304-85-2
dimethyl[(1S)-1-methyl-3-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-propyl]phenylsilane

: 917-57-7
vinyllithium

: 1270304-89-6
dimethyl[(1S)-1-methyl-1-(2-phenylethyl)prop-2-en-1-yl]phenylsilane

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

With iodine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol200177f