1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

Base Information

Chemical Name:1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene
CAS No.:197218-69-2
Molecular Formula:C₂₄H₃₂O₃SSi
Molecular Weight:428.668
Hs Code.:

Synonyms:1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

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Chemical Property of 1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

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Technology Process of 1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

There total 3 articles about 1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene 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: 63.0%

: 168071-44-1
5-<(tert-Butyldimethylsilyl)oxy>-1-hydroxy-1-(4'-methoxyphenyl)-2-pentyne

: 931-59-9
benzenesulfenyl chloride

: 197218-69-2
1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

Guidance literature:: With triethylamine; In diethyl ether; at 0 - 20 ℃; for 3h;
DOI:10.1016/S0040-4020(97)00786-2

Reference yield:

: 78592-82-2
4-(tert-butyldimethylsilyloxy)-1-butyne

: 197218-69-2
1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

Guidance literature:: Multi-step reaction with 2 steps

1.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 4 h / 0 °C

1.2: 44 percent / diethyl ether; tetrahydrofuran / 2 h / 0 °C

2.1: 63 percent / triethylamine / diethyl ether / 3 h / 0 - 20 °C

With ethylmagnesium bromide; triethylamine; In tetrahydrofuran; diethyl ether; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Addition;
DOI:10.1016/S0040-4020(97)00786-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 197218-69-2
1-[(tert-butyldimethylsilyl)oxy]-5-(4-methoxyphenyl)-3-phenylsulfinyl-3,4-pentadiene

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole; DMAP / dimethylformamide

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 4 h / 0 °C

2.2: 44 percent / diethyl ether; tetrahydrofuran / 2 h / 0 °C

3.1: 63 percent / triethylamine / diethyl ether / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Addition;
DOI:10.1016/S0040-4020(97)00786-2