tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

Base Information

Chemical Name:tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane
CAS No.:1038994-25-0
Molecular Formula:C₂₈H₃₆OSi
Molecular Weight:416.679
Hs Code.:

Synonyms:tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

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Chemical Property of tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

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Technology Process of tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

There total 14 articles about tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane 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: 95.0%

: 915315-70-7
tert-butyl-(2-{(1S,6S)-dimethyl-6-[2-(2-nitrophenylselanyl)-ethyl]-cyclohexa-2,4-dienyl}-ethoxy)-diphenylsilane

: 1038994-25-0
tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ol061962z

Reference yield: 80.0%

: 915315-50-3
2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol

: 1038994-25-0
tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

Guidance literature:: 2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol; With ortho-nitrophenyl selenocyanate; trimethylphosphane; In tetrahydrofuran; Inert atmosphere;

With dihydrogen peroxide; In tetrahydrofuran; Inert atmosphere;
DOI:10.1039/b801670d

Reference yield:

: 915315-58-1
(4'aR,8'aS)-dimethyl-1',3',4',5',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]

: 1038994-25-0
tert-butyl-[2-(1S,6S-dimethyl-6-vinylcyclohexa-2,4-dienyl)-ethoxy]-diphenylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: ozone gas / CH₂Cl₂; methanol / 0.58 h / -78 °C

1.2: 15.0 g / sodium borohydride / CH₂Cl₂; methanol / 30 h / -15 °C

2.1: 31.0 g / 4-dimethylaminopyridine / dimethylformamide; various solvent(s) / 24 h / 20 °C

3.1: para-toluenesulfonic acid monohydrate / acetone; H₂O / 3 h / Heating

4.1: para-toluenesulfonic acid monohydrate / tetrahydrofuran / 1 h / Heating

5.1: lithium hydride / tetrahydrofuran; toluene / 65 h

5.2: N-bromosuccinimide; dibenzoylperoxide / CCl₄ / 0.75 h

5.3: 15.0 g / potassium tert-butoxide; tetrabutyltinhydride; 2,2'-azobisisobutyronitrile / tetrahydrofuran / 77 h / Heating

6.1: 6.40 g / MgSO₄; tetramethylammoniumhydroxide; tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

7.1: 85 percent / PMe₃ / tetrahydrofuran / 1 h / 20 °C

8.1: 95 percent / aq. H₂O₂ / tetrahydrofuran / 0 °C

With dmap; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; lithium hydride; magnesium sulfate; toluene-4-sulfonic acid; ozone; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ol061962z