(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

Base Information

Chemical Name:(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide
CAS No.:158090-57-4
Molecular Formula:C₂₀H₂₉NO₄S
Molecular Weight:379.521
Hs Code.:

Synonyms:(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

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Chemical Property of (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

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Technology Process of (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

There total 6 articles about (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide 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: 90.0%

: 158090-56-3
(E)-4-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-ethylsulfamoyl-3-butenoic acid

: 158090-57-4
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

Guidance literature:: With chloroformic acid ethyl ester; triethylamine; In dichloromethane; for 0.833333h;
DOI:10.1016/S0968-0896(03)00141-X

Reference yield:

: 3,5-di-tert-butyl-N-methoxy-4-methoxymethoxy-N-methyl-benzamide

: 158090-57-4
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: LHMDS / tetrahydrofuran / 0.5 h / -50 °C

1.2: tetrahydrofuran / -50 - 23 °C

2.1: 26.75 g / K₂CO₃ / dimethylformamide / 18 h / 23 °C

3.1: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 23 °C

4.1: 13.7 g / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / 23 °C

5.1: iodotrimethylsilane / CHCl₃ / 0.5 h / cooling

5.2: 1.52 g / DBU / benzene / 0.5 h / 0 °C

6.1: 90 percent / triethylamine; ethyl chloroformate / CH₂Cl₂ / 0.83 h

With sodium tetrahydroborate; trimethylsilyl iodide; hydrogen; chloroformic acid ethyl ester; potassium carbonate; triethylamine; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00141-X

Reference yield:

: 158090-52-9
3-(benzhydryl-ethyl-sulfamoyl)-4-(3,5-di-tert-butyl-4-methoxymethoxyphenyl)-4-oxo-butyric acid tert-butyl ester

: 158090-57-4
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl-1,2-isothiazolidine-3-one 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 23 °C

2.1: 13.7 g / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 5 h / 23 °C

3.1: iodotrimethylsilane / CHCl₃ / 0.5 h / cooling

3.2: 1.52 g / DBU / benzene / 0.5 h / 0 °C

4.1: 90 percent / triethylamine; ethyl chloroformate / CH₂Cl₂ / 0.83 h

With sodium tetrahydroborate; trimethylsilyl iodide; hydrogen; chloroformic acid ethyl ester; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1016/S0968-0896(03)00141-X