1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

Base Information

Chemical Name:1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane
CAS No.:169563-58-0
Molecular Formula:C₂₂H₃₈O₃Si₂
Molecular Weight:406.713
Hs Code.:

Synonyms:1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

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Technology Process of 1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

There total 7 articles about 1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane 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: 54.0%

: 14114-05-7
cyclopropyltriphenylphosphonium bromide

: 169563-57-9
(tert-Butyldimethylsiloxy)methyl 4,5-dimethoxy-2-(trimethylsilyl)phenyl ketone

: 169563-58-0
1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1.) 65 deg C, 10 h, 2.) 65 deg C, 3 h;
DOI:10.1021/jo00126a030

Reference yield:

: 103477-58-3
2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

: 169563-58-0
1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

Guidance literature:: Multi-step reaction with 7 steps

1: 56 percent / NaOMe / hexamethylphosphoric acid triamide / 6 h / Ambient temperature

2: 93 percent / p-TsOH, H₂O / acetone / 12 h / Heating

3: tetrahydrofuran; hexane / 1 h / 0 °C

4: PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

6: aq. NaHCO₃, m-CPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

7: 54 percent / NaH / tetrahydrofuran / 1.) 65 deg C, 10 h, 2.) 65 deg C, 3 h

With dipyridinium dichromate; 4 A molecular sieve; water; sodium methylate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone;
DOI:10.1021/jo00126a030

Reference yield:

: 169563-56-8
4-Acetyl-5-(trimethylsilyl)veratrole

: 169563-58-0
1-(tert-Butyldimethylsiloxy)-2-cyclopropylidene-2-(4,5-dimethoxy-2-(trimethylsilyl)phenyl)ethane

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

2: aq. NaHCO₃, m-CPBA / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 54 percent / NaH / tetrahydrofuran / 1.) 65 deg C, 10 h, 2.) 65 deg C, 3 h

With sodium hydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00126a030