(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

Base Information

Chemical Name:(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide
CAS No.:223579-57-5
Molecular Formula:C₂₈H₃₈N₂O₆S
Molecular Weight:530.686
Hs Code.:

Synonyms:(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

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Chemical Property of (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

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Technology Process of (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

There total 7 articles about (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-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:

: N-benzyloxy-N-methoxymethyl phenyl carbamate

: 158090-19-8
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)isothiazolidine 1,1-dioxide

: 223579-57-5
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -40 - 20 ℃;
DOI:10.1021/jm9906015

Reference yield:

: 74222-81-4
2-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3-dioxolane

: 223579-57-5
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran; dimethylformamide / 0.17 h

1.2: 80 percent / tetrahydrofuran; dimethylformamide / 1 h

2.1: 100 percent / aq. HCl / acetone / 1 h

3.1: diisopropylamine; BuLi; hexamethylphosphamide / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.1: p-TsOH / toluene / 0.5 h / Heating

5.1: 41 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

6.1: HMPA; LHMDS / tetrahydrofuran / -40 - 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; titanium tetrachloride; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis / 3.1: Addition / 4.1: Dehydration / 5.1: debenzylation / 6.1: carbamination;
DOI:10.1021/jm9906015

Reference yield:

: 151166-75-5
4-Methoxymethoxy-3,5-di-tert-butylbenzaldehyde

: 223579-57-5
(E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-(N-methoxymethyl-N-benzyloxycarbamoyl)-1,2-isothiazolidine-1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: diisopropylamine; BuLi; hexamethylphosphamide / hexane; tetrahydrofuran / 0.5 h / -78 °C

2: p-TsOH / toluene / 0.5 h / Heating

3: 41 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / 0 °C

4: HMPA; LHMDS / tetrahydrofuran / -40 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; titanium tetrachloride; toluene-4-sulfonic acid; diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; toluene; 1: Addition / 2: Dehydration / 3: debenzylation / 4: carbamination;
DOI:10.1021/jm9906015