(3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

Base Information

• Chemical Name: (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one
• CAS No.: 117828-45-2
• Molecular Formula: C₂₆H₂₄O₆
• Molecular Weight: 432.473

Synonyms:(3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

Chemical Property of (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

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Technology Process of (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

There total 35 articles about (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-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: 100.0%

(±)-methyl (2R,3S,3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate (136850-48-1) → (±)-(3S,3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one (117828-45-2,136892-17-6,145679-22-7)

Guidance literature:

With dmap; In water; m-xylene; at 110 ℃; for 3h;

DOI:10.1021/jacs.8b11477

Reference yield: 81.0%

6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydrocyclopentabenzofuran-1,8b(1H)-diol (136850-46-9,136892-16-5,147059-46-9,147202-06-0) → (±)-(3S,3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one (117828-45-2,136892-17-6,145679-22-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1039/c39910001137

Reference yield: 80.0%

(R)-3-[(R)-4,6-Dimethoxy-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-benzofuran-2-yl]-3-phenyl-propionitrile (117828-43-0,117828-44-1) → 8b-hydroxy-6,8-dimethoxy-3a(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopentabenzofuran-1-one (117828-45-2,136892-17-6,145679-22-7)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; benzene; for 1h; Ambient temperature; sonication;

upstream raw materials:

cinnamic nitrile

4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one

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

6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydrocyclopentabenzofuran-1,8b(1H)-diol

Downstream raw materials:

(3aS,8bS)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

(±)-methyl (2R,3S,3aR,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

(3R,3aS,8bS)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydrocyclopentabenzofuran-1,8b(1H)-diol

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