{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane
CAS No.:543724-96-5
Molecular Formula:C₂₇H₄₃BrO₃Si
Molecular Weight:523.626
Hs Code.:

{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-<i>tert</i>-butyl-dimethyl-silane

Synonyms:{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

There total 9 articles about {6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-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: 92.0%

: 113401-53-9
4-(tert-butyldimethylsilyloxy)-3-methylbutyl iodide

: 543724-93-2
acetic acid 2-bromo-4-(4-methoxy-benzyloxy)-1-vinyl-cyclohex-2-enyl ester

: 543724-96-5
{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: 4-(tert-butyldimethylsilyloxy)-3-methylbutyl iodide; With tert.-butyl lithium; In diethyl ether; at -78 - 0 ℃;

In tetrahydrofuran; diethyl ether; at -68 ℃; for 1h;

acetic acid 2-bromo-4-(4-methoxy-benzyloxy)-1-vinyl-cyclohex-2-enyl ester; In tetrahydrofuran; diethyl ether; at -50 - 0 ℃; for 3h;
DOI:10.1139/v02-196

Reference yield:

: 22428-87-1
4,4-ethylenedioxycyclohexan-1-ol

: 543724-96-5
{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: KH / tetrahydrofuran / 1 h / 0 °C

1.2: 96 percent / tetrahydrofuran / 0 - 20 °C

2.1: 92 percent / PPTS; H₂O / acetone / 5.5 h / Heating

3.1: PhS(O)OMe; KH / tetrahydrofuran / 0.5 h / 20 °C

3.2: 82 percent / Na₂CO₃ / toluene / 0.5 h / Heating

4.1: Br₂ / CCl₄ / 1.75 h / 0 °C

5.1: 9.58 g / Et₃N / CCl₄ / 0.67 h

6.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

6.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

7.1: 10.01 g / tetrahydrofuran / -78 - 20 °C

8.1: t-BuLi / diethyl ether / -78 - 0 °C

8.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

8.3: 92 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

With n-butyllithium; methyl benzenesulfinate; water; bromine; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; acetone;
DOI:10.1139/v02-196

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 543724-96-5
{6-[2-bromo-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaBH₄ / methanol / 3 h / 0 °C

2.1: KH / tetrahydrofuran / 1 h / 0 °C

2.2: 96 percent / tetrahydrofuran / 0 - 20 °C

3.1: 92 percent / PPTS; H₂O / acetone / 5.5 h / Heating

4.1: PhS(O)OMe; KH / tetrahydrofuran / 0.5 h / 20 °C

4.2: 82 percent / Na₂CO₃ / toluene / 0.5 h / Heating

5.1: Br₂ / CCl₄ / 1.75 h / 0 °C

6.1: 9.58 g / Et₃N / CCl₄ / 0.67 h

7.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

7.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

8.1: 10.01 g / tetrahydrofuran / -78 - 20 °C

9.1: t-BuLi / diethyl ether / -78 - 0 °C

9.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

9.3: 92 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

With sodium tetrahydroborate; n-butyllithium; methyl benzenesulfinate; water; bromine; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; acetone;
DOI:10.1139/v02-196