2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

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Chemical Name:2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate
CAS No.:1589528-85-7
Molecular Formula:C₁₉H₂₀O₆
Molecular Weight:344.364
Hs Code.:

Synonyms:2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

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Chemical Property of 2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

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Technology Process of 2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

There total 5 articles about 2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate 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: 66.0%

: 516-09-6
4-hydroxy-3-methyl-5H-furan-2-one

: 1589529-11-2
(S)-2-(oxiran-2-yl)ethyl 2-allylbenzoate

: 1589528-85-7
2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

Guidance literature:: With 1,2-bis(benzylsulfinyl)ethane palladium acetate; 2,6-dimethyl-1,4-benzoquinone; In 1,4-dioxane; dimethyl sulfoxide; at 45 ℃; for 24h; chemoselective reaction;
DOI:10.1021/ja500726e

Reference yield:

: 1589529-06-5
(S)-3,4-dihydroxybutyl 2-allylbenzoate

: 1589528-85-7
2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; di(n-butyl)tin oxide / dichloromethane / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

3: 1,2-bis(benzylsulfinyl)ethane palladium acetate; 2,6-dimethyl-1,4-benzoquinone / dimethyl sulfoxide; 1,4-dioxane / 24 h / 45 °C

With 1,2-bis(benzylsulfinyl)ethane palladium acetate; 2,6-dimethyl-1,4-benzoquinone; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja500726e

Reference yield:

: 66657-85-0
2-allylbenzoyl chloride

: 1589528-85-7
2-((S)-oxiran-2-yl)ethyl 2-((E)-3-(3-methyl-2,4-dioxotetrahydrofuran-3-yl)prop-1-en-1-yl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; pyridine / dichloromethane / 0.5 h / 0 - 20 °C

2: trifluoroacetic acid / dichloromethane; water / 1 h / 0 °C

3: triethylamine; di(n-butyl)tin oxide / dichloromethane / 20 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C

5: 1,2-bis(benzylsulfinyl)ethane palladium acetate; 2,6-dimethyl-1,4-benzoquinone / dimethyl sulfoxide; 1,4-dioxane / 24 h / 45 °C

With pyridine; dmap; 1,2-bis(benzylsulfinyl)ethane palladium acetate; 2,6-dimethyl-1,4-benzoquinone; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/ja500726e