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

Base Information

Chemical Name:2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol
CAS No.:915315-50-3
Molecular Formula:C₂₈H₃₈O₂Si
Molecular Weight:434.694
Hs Code.:

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

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Chemical Property of 2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol

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Technology Process of 2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol

There total 12 articles about 2-{6-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-(1S,6S)-dimethyl-cyclohexa-2,4-dienyl}-ethanol 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: 75.0%

: 915315-62-7
C₄₄H₅₆O₂Si₂

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

Guidance literature:: With tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; 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]

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 915315-57-0
(8'aS)-methyl-1',3',4',5',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-(4'aS)-carbonitrile

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

Guidance literature:: Multi-step reaction with 9 steps

1.1: diisobutylaluminum hydride / toluene / 2 h

2.1: hydrazine hydrate; hydrazine dihydrochloride / triethylene glycol / 1 h / 130 °C

3.1: 8.55 g / KOH / 220 °C

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

4.2: 15.0 g / sodium borohydride / CH₂Cl₂; methanol / 30 h / -15 °C

5.1: 31.0 g / 4-dimethylaminopyridine / dimethylformamide; various solvent(s) / 24 h / 20 °C

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

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

8.1: lithium hydride / tetrahydrofuran; toluene / 65 h

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

8.3: 15.0 g / potassium tert-butoxide; tetrabutyltinhydride; 2,2'-azobisisobutyronitrile / tetrahydrofuran / 77 h / Heating

9.1: 6.40 g / MgSO₄; tetramethylammoniumhydroxide; tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C

With dmap; potassium hydroxide; hydrazine dihydrochloride; tetramethyl ammoniumhydroxide; tetrabutyl ammonium fluoride; lithium hydride; diisobutylaluminium hydride; magnesium sulfate; toluene-4-sulfonic acid; ozone; hydrazine hydrate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol;
DOI:10.1021/ol061962z