tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane
CAS No.:176219-53-7
Molecular Formula:C₂₃H₂₉ClOSi
Molecular Weight:385.021
Hs Code.:

Synonyms:tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

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Chemical Property of tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

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Technology Process of tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

There total 4 articles about tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-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: 86.0%

: 176219-52-6
(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dien-1-ol

: 176219-53-7
tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

Guidance literature:: With 2,3,5-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1139/v96-017

Reference yield:

: 92808-78-1
(E)-4-(tert-butyldiphenylsilyloxy)-2-buten-1-ol

: 176219-53-7
tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / PCC, NaOAc / tetrahydrofuran / 2 h / 25 °C

2: 1.) 18-crown-6-ether, KN(SiMe₃)2 / 1.) THF, toluene, -78 deg C, 10 min, 2.) THF, toluene, 30 min

3: 69 percent / (i-Bu)2AlH/toluene / CH₂Cl₂ / 1 h / -78 °C

4: 86 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1.5 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; 18-crown-6 ether; sodium acetate; potassium hexamethylsilazane; diisobutylaluminium hydride; methanesulfonyl chloride; toluene; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v96-017

Reference yield:

: 131380-48-8
(E)-4-(t-butyldiphenylsilyl)oxy-2-butenal

: 176219-53-7
tert-Butyl-((2E,4Z)-6-chloro-5-methyl-hexa-2,4-dienyloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 18-crown-6-ether, KN(SiMe₃)2 / 1.) THF, toluene, -78 deg C, 10 min, 2.) THF, toluene, 30 min

2: 69 percent / (i-Bu)2AlH/toluene / CH₂Cl₂ / 1 h / -78 °C

3: 86 percent / LiCl, MeSO₂Cl, collidine / dimethylformamide / 1.5 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; methanesulfonyl chloride; toluene; lithium chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v96-017