(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

Base Information

Chemical Name:(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide
CAS No.:223580-82-3
Molecular Formula:C₂₀H₃₁NO₄S
Molecular Weight:381.536
Hs Code.:

Synonyms:(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

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Chemical Property of (E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

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Technology Process of (E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

There total 9 articles about (E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-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:

: methanesulfonic acid {3-tert-butyl-5-[1,1-dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-hydroxy-phenyl}-(2-ethyl-1,1-dioxo-1λ⁶-isothiazolidin-5-yl)-methyl ester

: 223580-82-3
(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 55 ℃; for 1h;
DOI:10.1021/jo020587v

Reference yield:

: 499774-39-9
7-tert-butyl-3,3,5-trimethyl-3H-benzofuran-2-one

: 223580-82-3
(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / NaBH₄; MeOH / 1,2-dimethoxy-ethane / 23 - 75 °C

2: 72 percent / DMSO; HBr / H₂O / 1 h / 100 °C

3: 97 percent / PPTS / CH₂Cl₂ / 0.67 h / 20 °C

4: LDA / tetrahydrofuran / -60 - 0 °C

5: triethylamine / ethyl acetate / 1 h / 0 °C

6: 1.38 g / p-TsOH / methanol / 1 h / 55 °C

With methanol; sodium tetrahydroborate; hydrogen bromide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo020587v

Reference yield:

: 112700-14-8
6-tert-butyl-2-(2'-hydroxy-1',1'-dimethylethyl)-4-methylphenol

: 223580-82-3
(E)-5-[3-tert-butyl-4-hydroxy-5-(2-hydroxy-1,1-dimethyl-ethyl)]-benzylidene-2-ethyl-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / DMSO; HBr / H₂O / 1 h / 100 °C

2: 97 percent / PPTS / CH₂Cl₂ / 0.67 h / 20 °C

3: LDA / tetrahydrofuran / -60 - 0 °C

4: triethylamine / ethyl acetate / 1 h / 0 °C

5: 1.38 g / p-TsOH / methanol / 1 h / 55 °C

With hydrogen bromide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo020587v