3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

Base Information

Chemical Name:3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone
CAS No.:808740-95-6
Molecular Formula:C₂₀H₃₀O₃Si
Molecular Weight:346.542
Hs Code.:

Synonyms:3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

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Chemical Property of 3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

Chemical Property:

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Technology Process of 3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

There total 8 articles about 3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone 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: 45.0%

: 808739-77-7
3-{2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl}-5-oxo-3-[(4-methylphenyl)sulfonyl]hexanal

: 808740-95-6
3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 3h;
DOI:10.1055/s-2004-831240

Reference yield:

: 147974-20-7
3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionaldehyde

: 808740-95-6
3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / K₂CO₃; 18-crown-6 / toluene / 2 h / Heating

2.1: 90 percent / AcOH / ethanol / 48 h / 20 °C

3.1: 80 percent / p-TsOH / toluene / 2.5 h / Heating

4.1: t-BuLi / hexane; tetrahydrofuran / 0.33 h / 0 °C

4.2: 75 percent / hexane; tetrahydrofuran / 12 h / 20 °C

5.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

5.2: 80 percent / AcOH; Zn / CH₂Cl₂ / 2 h / 20 °C

6.1: 55 percent / BF₃*OEt₂ / CH₂Cl₂ / 15 h / -20 °C

7.1: 100 percent / aq. CaCO₃; HgCl₂; AgNO₃ / acetonitrile / 1 h / 60 °C

8.1: 45 percent / K₂CO₃ / methanol / 3 h / 0 °C

With 18-crown-6 ether; boron trifluoride diethyl etherate; tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; ozone; silver nitrate; acetic acid; calcium carbonate; mercury dichloride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; toluene; acetonitrile; 1.1: Wittig reaction;
DOI:10.1055/s-2004-831240

Reference yield:

: 808739-71-1
(3E)-6-[4-(tert-butyldimethylsilyloxy)phenyl]hex-3-en-2-one

: 808740-95-6
3-[2-(4-tert-butyldimethylsilyloxy)phenyl]ethyl-5-hydroxycyclohex-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / AcOH / ethanol / 48 h / 20 °C

2.1: 80 percent / p-TsOH / toluene / 2.5 h / Heating

3.1: t-BuLi / hexane; tetrahydrofuran / 0.33 h / 0 °C

3.2: 75 percent / hexane; tetrahydrofuran / 12 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.17 h / -78 °C

4.2: 80 percent / AcOH; Zn / CH₂Cl₂ / 2 h / 20 °C

5.1: 55 percent / BF₃*OEt₂ / CH₂Cl₂ / 15 h / -20 °C

6.1: 100 percent / aq. CaCO₃; HgCl₂; AgNO₃ / acetonitrile / 1 h / 60 °C

7.1: 45 percent / K₂CO₃ / methanol / 3 h / 0 °C

With boron trifluoride diethyl etherate; tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; ozone; silver nitrate; acetic acid; calcium carbonate; mercury dichloride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1055/s-2004-831240