methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate

Base Information

• Chemical Name: methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate
• CAS No.: 136850-48-1
• Molecular Formula: C₂₈H₂₆O₈
• Molecular Weight: 490.51
• Mol file: 136850-48-1.mol

Synonyms:methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate

Chemical Property of methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate

There total 29 articles about methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate 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: 88.0%

rac-(3R,3aR,8bR)-2-(bis(methylthio)methylene)-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-8b ((trimethylsilyl)oxy)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one (117828-47-4) → methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate (136850-48-1)

Guidance literature:

With sodium methylate; In tetrahydrofuran; 1) 0 deg C, 30 min, 2) r. t., 2 h;

Reference yield: 85.0%

C28H26O8 → (±)-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)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃;

DOI:10.1021/jacs.8b11477

Reference yield: 65.0%

(±)-methyl (3aS,8bR)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-3a,8b-dihydro-1H-cyclopenta[b]benzofuran-2-carboxylate → (±)-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)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethanol; at 20 ℃; for 3h; diastereoselective reaction;

upstream raw materials:

carbon disulfide

sodium methylate

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

rac-(3R,3aR,8bR)-2-(bis(methylthio)methylene)-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-8b ((trimethylsilyl)oxy)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

Downstream raw materials:

8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2(1H)-carboxamide

(1S,2R,3S,3aR,8bS)-1,8b-Dihydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester