(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

Base Information

Chemical Name:(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime
CAS No.:1402140-67-3
Molecular Formula:C₂₄H₃₁NO₃Si
Molecular Weight:409.601
Hs Code.:

Synonyms:(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

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Chemical Property of (1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

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Technology Process of (1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

There total 5 articles about (1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime 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: 89.0%

: 1402140-66-2
(1Z)-4-hydroxy-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)-methyl]oxime

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1402140-67-3
(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo301358h

Reference yield:

: 1402140-64-0
(1Z)-3-(trimethylsilyl)-1-phenyl-2-propyn-1-one O-[(4-methoxyphenyl)methyl]oxime

: 1402140-67-3
(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -40 °C / Inert atmosphere

2.2: -40 - 20 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo301358h

Reference yield:

: 21038-22-2
O-(4-methoxybenzyl)hydroxylamine

: 1402140-67-3
(1Z)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phenyl-2-butyn-1-one O-[(4-methoxyphenyl)methyl]oxime

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / ethanol / 12 h / Reflux

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -40 °C / Inert atmosphere

3.2: -40 - 20 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jo301358h