(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

Base Information

Chemical Name:(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester
CAS No.:167390-62-7
Molecular Formula:C₃₂H₄₀O₅Si
Molecular Weight:532.752
Hs Code.:

Synonyms:(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

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Chemical Property of (E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

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Technology Process of (E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

There total 6 articles about (E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl 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: 70.0%

: 167390-65-0
t-butyl (E)-4-hydroxymethyl-2,4-pentadienoate

: 167390-61-6
(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid

: 167390-62-7
(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1016/0040-4039(94)02470-V

Reference yield:

: 167390-52-5
3-Benzenesulfonyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enoic acid tert-butyl ester

: 167390-62-7
(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / tetrabutyl ammonium fluoride / 1 h / Ambient temperature

2: 94 percent / imidazole / dimethylformamide / 1.5 h

3: 72 percent / TFA / CH₂Cl₂ / 16 h / Ambient temperature

4: 70 percent / DCC, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)02470-V

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 167390-62-7
(E)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-penta-2,4-dienoic acid (E)-4-tert-butoxycarbonyl-2-methylene-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

2: 89 percent / tetrabutyl ammonium fluoride / 1 h / Ambient temperature

3: 70 percent / DCC, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; n-butyllithium; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/0040-4039(94)02470-V