Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

Base Information

Chemical Name:Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate
CAS No.:274908-64-4
Molecular Formula:C₂₃H₂₇F₃O₆SSi
Molecular Weight:516.61
Hs Code.:

Synonyms:Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

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Technology Process of Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

There total 4 articles about Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate 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: 65.0%

: 145100-50-1
1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide

: 274908-66-6
Ethyl (Z)-4-[tert-Butyl(diphenyl)siloxy]-3-oxobutanoate

: 274908-64-4
Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

Guidance literature:: Ethyl (Z)-4-[tert-Butyl(diphenyl)siloxy]-3-oxobutanoate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide; In tetrahydrofuran; at 20 - 55 ℃; for 6.5h;
DOI:10.1055/s-2000-6366

Reference yield:

: 145100-50-1
1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide

: 274908-66-6
Ethyl (Z)-4-[tert-Butyl(diphenyl)siloxy]-3-oxobutanoate

: 274908-76-8
Ethyl (E)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

: 274908-64-4
Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

Guidance literature:: Ethyl (Z)-4-[tert-Butyl(diphenyl)siloxy]-3-oxobutanoate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1055/s-2000-6366

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 274908-64-4
Ethyl (Z)-4-[tert-butyl(diphenyl)siloxy]-3-{[(trifluoromethyl)sulfonyl]oxy}but-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 75 percent / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 71 percent / trifluoroacetic anhydride; DMSO; Et₃N / CH₂Cl₂ / 0.83 h / -65 - 20 °C

3.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

3.2: 65 percent / tetrahydrofuran / 6.5 h / 20 - 55 °C

With sodium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Oxidation / 3.1: Metallation / 3.2: Substitution;
DOI:10.1055/s-2000-6366