(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

Base Information

Chemical Name:(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane
CAS No.:1351354-77-2
Molecular Formula:C₁₈H₃₀OSi
Molecular Weight:290.521
Hs Code.:

Synonyms:(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

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Chemical Property of (2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

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Technology Process of (2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

There total 5 articles about (2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]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: 37.0%

: 5-phenylsulfonyl-2-phenyl-2H-tetrazole

: 140223-32-1
(2S,3R)-3-(tert-butyldimethylsilanyloxy)-2-methylbutyraldehyde

: 1351354-77-2
(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

: 1351354-78-3
(2R,3S,E)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

Guidance literature:: 5-phenylsulfonyl-2-phenyl-2H-tetrazole; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

(2S,3R)-3-(tert-butyldimethylsilanyloxy)-2-methylbutyraldehyde; In tetrahydrofuran; toluene; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol202829u

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1351354-77-2
(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

: 1351354-78-3
(2R,3S,E)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -10 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol202829u

Reference yield:

: 96597-33-0,155897-72-6
(2R,3R)-3-<(tert-Butyl)dimethylsilyloxy>-2-methylbuttersaeure-methylester

: 1351354-77-2
(2R,3S,Z)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

: 1351354-78-3
(2R,3S,E)-tert-butyldimethyl[(3-methyl-5-phenylpent-4-en-2-yl)oxy]silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -10 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With oxalyl dichloride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol202829u