(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

Base Information

Chemical Name:(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one
CAS No.:1360110-03-7
Molecular Formula:C₃₁H₄₈O₈Si
Molecular Weight:576.803
Hs Code.:

Synonyms:(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

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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 (S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

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Technology Process of (S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

There total 8 articles about (S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one 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%

: 1360110-01-5
(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)hept-1-yn-3-one

: 1360110-03-7
(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

Guidance literature:: With hydrogen; palladium(II) hydroxide; In benzene; at 20 ℃; for 5h;
DOI:10.1016/j.tetasy.2011.11.010

Reference yield:

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 1360110-03-7
(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 4 h / -78 - 20 °C

4.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 2 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogen; palladium(II) hydroxide / benzene / 5 h / 20 °C

With n-butyllithium; ethylmagnesium bromide; hydrogen; palladium(II) hydroxide; dimethyl sulfoxide; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Corey-Fuchs reaction;
DOI:10.1016/j.tetasy.2011.11.010

Reference yield:

: 1360109-95-0
(S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-5-(3,4,5-trimethoxyphenyl)pentan-1-one

: 1360110-03-7
(S)-5-(tert-butyldimethylsilyloxy)-1,7-bis(3,4,5-trimethoxyphenyl)heptan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 4 h / -78 - 20 °C

4.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 2 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogen; palladium(II) hydroxide / benzene / 5 h / 20 °C

With 2,6-dimethylpyridine; n-butyllithium; hydrogen; palladium(II) hydroxide; diisobutylaluminium hydride; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; toluene; benzene;
DOI:10.1016/j.tetasy.2011.11.010