(+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol

Base Information

• Chemical Name: (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol
• CAS No.: 224446-60-0
• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.365

Synonyms:(+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol

Chemical Property of (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol

Chemical Property:

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Technology Process of (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol

There total 2 articles about (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol 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: 94.0%

(-)-(4aR,4bR,7aS,7bR)-4,4a,4b,5,6,7,7a,7b-octahydro-2-methoxy-7a-(4-methoxyphenyl)-1H-benzo<3,4>-cyclobuta<1,2>cyclopentan-1,4-dione (224446-59-7) → (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol (224446-60-0)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo982164s

Reference yield:

2-methoxy-1,4-benzoquinone (2880-58-2) → (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopentabenzofuran-7-ol (224446-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ti(Oi-Pr)4, TiCl₄, (-)-C₃₆H₃₂O₄ / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) -78 deg C, 20 min

2: 94 percent / p-TsOH / CH₂Cl₂ / 0.08 h / Ambient temperature

With titanium(IV) isopropylate; (-)-C₃₆H₃₂O₄; titanium tetrachloride; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1021/jo982164s

upstream raw materials:

(-)-(4aR,4bR,7aS,7bR)-4,4a,4b,5,6,7,7a,7b-octahydro-2-methoxy-7a-(4-methoxyphenyl)-1H-benzo<3,4>-cyclobuta<1,2>cyclopentan-1,4-dione

2-methoxy-1,4-benzoquinone

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