(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

Base Information

Chemical Name:(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester
CAS No.:176219-51-5
Molecular Formula:C₂₅H₃₂O₃Si
Molecular Weight:408.613
Hs Code.:

Synonyms:(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

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Chemical Property of (2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

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Technology Process of (2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

There total 1 articles about (2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester 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:

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

: 176219-51-5
(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 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

With 18-crown-6 ether; sodium acetate; potassium hexamethylsilazane; pyridinium chlorochromate; In tetrahydrofuran;
DOI:10.1139/v96-017

Reference yield: 69.0%

: 176219-51-5
(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

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

Guidance literature:: With diisobutylaluminium hydride; toluene; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1139/v96-017

Reference yield:

: 176219-51-5
(2Z,4E)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexa-2,4-dienoic acid ethyl ester

: (E)-2-((2Z,4E)-6-Benzoyloxy-1-hydroxy-2-methyl-hexa-2,4-dienyl)-8-methoxycarbonyl-4-methoxymethoxy-non-4-enedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: 86 percent / MnO₂ / CH₂Cl₂; pentane / 4 h / Ambient temperature

3: 1.) (i-Pr)2NH, n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C 30 min

4: 88 percent / Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

5: 69 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; diisopropylamine; toluene; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1139/v96-017