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

Base Information

Chemical Name:3-{2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl}-5-oxo-3-[(4-methylphenyl)sulfonyl]hexanal
CAS No.:808739-77-7
Molecular Formula:C₂₇H₃₈O₅SSi
Molecular Weight:502.747
Hs Code.:

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

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Chemical Property of 3-{2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl}-5-oxo-3-[(4-methylphenyl)sulfonyl]hexanal

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Technology Process of 3-{2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl}-5-oxo-3-[(4-methylphenyl)sulfonyl]hexanal

There total 6 articles about 3-{2-[4-(tert-butyldimethylsilyloxy)phenyl]ethyl}-5-oxo-3-[(4-methylphenyl)sulfonyl]hexanal 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: 100.0%

: 808739-76-6
6-[4-(tert-butyldimethylsilyloxy)phenyl]-4-(1,3-dithiolan-2-ylmethyl)-4-[(4-methylphenyl)sulfonyl]hexan-2-one

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

Guidance literature:: With silver nitrate; calcium carbonate; mercury dichloride; In acetonitrile; at 60 ℃; for 1h;
DOI:10.1055/s-2004-831240

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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; 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

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

Guidance literature:: Multi-step reaction with 6 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

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