2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

Base Information

Chemical Name:2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester
CAS No.:581794-08-3
Molecular Formula:C₂₀H₂₂O₃S
Molecular Weight:342.459
Hs Code.:

Synonyms:2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

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Chemical Property of 2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

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Technology Process of 2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

There total 5 articles about 2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester 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: 83.0%

: 5296-64-0
allyl phenyl thioether

: 581794-05-0
(2-formyl-cyclohex-1-enyl)-propynoic acid methyl ester

: 581794-08-3
2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

Guidance literature:: dirhodium tetraacetate; In dichloromethane; for 12h; Heating;
DOI:10.1021/ol034731q

Reference yield:

: 38127-47-8
2-bromocyclohex-1-ene-1-carbaldehyde

: 581794-08-3
2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / benzene / 0.17 h / 20 °C

2.1: p-toluenesulfonic acid monohydrate / benzene / 2 h / Heating

3.1: 1.8 g / potassium fluoride / dimethylsulfoxide / 1 h

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C

5.1: 83 percent / [Rh(OAc)2]2 / CH₂Cl₂ / 12 h / Heating

With potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; dirhodium tetraacetate; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; benzene; 5.1: Doyle-Kirmse reaction;
DOI:10.1021/ol034731q

Reference yield:

: 581794-20-9
2-(2-ethynyl-cyclohex-1-enyl)-[1,3]dioxolane

: 581794-08-3
2-phenylsulfanyl-2-(4,5,6,7-tetrahydro-isobenzofuran-1-yl)-pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 83 percent / [Rh(OAc)2]2 / CH₂Cl₂ / 12 h / Heating

With lithium diisopropyl amide; dirhodium tetraacetate; In tetrahydrofuran; hexane; dichloromethane; 2.1: Doyle-Kirmse reaction;
DOI:10.1021/ol034731q