(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

Base Information

Chemical Name:(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester
CAS No.:273212-42-3
Molecular Formula:C₂₃H₂₈O₄SSi
Molecular Weight:428.624
Hs Code.:

Synonyms:(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

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Chemical Property of (E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

Chemical Property:

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Technology Process of (E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

There total 8 articles about (E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic 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:

: 126580-12-9
(E)-ethyl 2-diazo-4-phenylbut-3-enoate

: 273212-41-2
dimethyl(1-phenylsulfonyl)cyclopropylsilane

: 273212-42-3
(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

Guidance literature:: With dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00112-5

Reference yield:

: 14633-54-6
cyclopropylphenylsulfide

: 273212-42-3
(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi; t-BuOK / tetrahydrofuran; hexane / 0.75 h / -80 °C

1.2: 50 percent / tetrahydrofuran; hexane / 0.08 h / -80 °C

2.1: n-BuLi; t-BuOK / tetrahydrofuran; hexane / 0.75 h / -80 °C

2.2: tetrahydrofuran; hexane / 0.08 h / -80 °C

2.3: 65 percent / aq. H₂SO₄ / 1 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 2 h / 20 °C

4.1: 100 percent / aq. H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 12 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -80 - -40 °C

5.2: 94 percent / tetrahydrofuran; hexane / 1 h / -80 °C

6.1: 0.70 g / Rh(OAc)4 / CH₂Cl₂ / 0.5 h / 20 °C

With potassium fluoride; dirhodium tetraacetate; n-butyllithium; potassium tert-butylate; dihydrogen peroxide; potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Metallation / 1.2: silylation / 2.1: Metallation / 2.2: Alkylation / 2.3: Hydrolysis / 3.1: Oxidation / 4.1: Tamao-Kumada oxidation / 5.1: Metallation / 5.2: silylation / 6.1: Substitution;
DOI:10.1016/S0040-4020(00)00112-5

Reference yield:

: 166672-24-8
benzyldimethyl(1-thiophenyl)cyclopropylsilane

: 273212-42-3
(E)-2-[(1-Benzenesulfonyl-cyclopropyl)-dimethyl-silanyl]-4-phenyl-but-3-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi; t-BuOK / tetrahydrofuran; hexane / 0.75 h / -80 °C

1.2: tetrahydrofuran; hexane / 0.08 h / -80 °C

1.3: 65 percent / aq. H₂SO₄ / 1 h / 20 °C

2.1: m-CPBA / CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / aq. H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 12 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -80 - -40 °C

4.2: 94 percent / tetrahydrofuran; hexane / 1 h / -80 °C

5.1: 0.70 g / Rh(OAc)4 / CH₂Cl₂ / 0.5 h / 20 °C

With potassium fluoride; dirhodium tetraacetate; n-butyllithium; potassium tert-butylate; dihydrogen peroxide; potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Metallation / 1.2: Alkylation / 1.3: Hydrolysis / 2.1: Oxidation / 3.1: Tamao-Kumada oxidation / 4.1: Metallation / 4.2: silylation / 5.1: Substitution;
DOI:10.1016/S0040-4020(00)00112-5