(3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-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)-2-(Bis-methylsulfanyl-methylene)-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.: 117828-48-5
• Molecular Formula: C₂₉H₂₈O₆S₂
• Molecular Weight: 536.67

Synonyms:(3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-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)-2-(Bis-methylsulfanyl-methylene)-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:

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Technology Process of (3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-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 2 articles about (3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-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: 96.0%

(3aS,8bS)-2-(Bis-methylsulfanyl-methylene)-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one (117828-47-4) → (3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one (117828-48-5)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1021/jo00262a022

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + (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 (117828-46-3) + methyl iodide (74-88-4) → (3R,3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one (117828-48-5) + 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)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

(3aR,8bR)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one (117828-48-5) → (3aR,8bS)-1,8b-Dihydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester (117828-49-6)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 0 ℃; for 36h; Yield given;

DOI:10.1021/jo00262a022

upstream raw materials:

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

carbon disulfide

(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

methyl iodide

Downstream raw materials:

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

(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

(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

(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 dimethylamide

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