(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

Base Information

Chemical Name:(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one
CAS No.:117828-35-0
Molecular Formula:C₂₀H₂₀O₆
Molecular Weight:356.375
Hs Code.:

Synonyms:(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

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Chemical Property of (±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

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Technology Process of (±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

There total 6 articles about (±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one 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: 49.0%

: 117828-34-9
4,6-dimethoxy-2-(4-methoxyphenyl)-2-(2-cyanoethyl)-3-benzofuranone

: 117828-35-0
(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

: 117828-37-2
3-[3-Hydroxy-4,6-dimethoxy-2-(4-methoxy-phenyl)-2,3-dihydro-benzofuran-2-yl]-propionitrile

Guidance literature:: With samarium diiodide; In tetrahydrofuran; benzene; for 24h; Irradiation;
DOI:10.1021/jo00262a022

Reference yield: 27.0%

: C₂₀H₂₄O₆

: 117828-35-0
(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

Guidance literature:: With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 6h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jacs.0c05113

Reference yield:

: 2-allyl-4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one

: 117828-35-0
(±)-(3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: copper(II) choride dihydrate; silver(I) nitrite; bis(benzonitrile)palladium(II) dichloride; oxygen / tert-butyl alcohol; nitromethane / 24 h / 23 °C / 760.05 Torr

2: samarium diiodide / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

3: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 6 h / 0 °C / Inert atmosphere

With bis(benzonitrile)palladium(II) dichloride; silver(I) nitrite; samarium diiodide; copper(II) choride dihydrate; oxygen; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; nitromethane; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jacs.0c05113