[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

Base Information

Chemical Name:[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane
CAS No.:929078-76-2
Molecular Formula:C₂₉H₄₄O₄SSi
Molecular Weight:516.817
Hs Code.:

Synonyms:[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

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Chemical Property of [9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

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Technology Process of [9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

There total 6 articles about [9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-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: 76.0%

: 929078-75-1
trimethyl-[7,11,15-trimethyl-5-(toluene-4-sulfonyl)-hexadeca-6,10,14-trien-2-ynyl]-silane

: 929078-76-2
[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

Guidance literature:: With NaB₄O₇*10H₂O; tetra(n-butyl)ammonium hydrogensulfate; Oxone; potassium carbonate; In acetonitrile; at 0 ℃; for 2.33333h;
DOI:10.1021/ja068826+

Reference yield:

: 106-28-5
Farnesol

: 929078-76-2
[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: Ph₃P; N-bromosuccinimide / tetrahydrofuran / 1.5 h / 0 °C

2.1: 15.4 g / Bu₄NI / tetrahydrofuran / 0 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / -78 - -40 °C

3.2: 92 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 76 percent / chiral Shi catalyst; Bu₄N*HSO₄; NaB₄O₇*10H₂O / oxone; aq. K₂CO₃ / various solvent(s); acetonitrile / 2.33 h / 0 °C

With N-Bromosuccinimide; n-butyllithium; NaB₄O₇*10H₂O; tetra(n-butyl)ammonium hydrogensulfate; tetra-(n-butyl)ammonium iodide; triphenylphosphine; Oxone; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1021/ja068826+

Reference yield:

: 24163-93-7,24163-94-8,56881-57-3,6874-67-5,28290-41-7
farnesyl bromide

: 929078-76-2
[9-{3-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-7-methyl-5-(toluene-4-sulfonyl)-non-6-en-2-ynyl]-trimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 15.4 g / Bu₄NI / tetrahydrofuran / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - -40 °C

2.2: 92 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 76 percent / chiral Shi catalyst; Bu₄N*HSO₄; NaB₄O₇*10H₂O / oxone; aq. K₂CO₃ / various solvent(s); acetonitrile / 2.33 h / 0 °C

With n-butyllithium; NaB₄O₇*10H₂O; tetra(n-butyl)ammonium hydrogensulfate; tetra-(n-butyl)ammonium iodide; Oxone; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1021/ja068826+