(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

Base Information

• Chemical Name: (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
• CAS No.: 117828-49-6
• Molecular Formula: C₂₈H₂₆O₈
• Molecular Weight: 490.51
• Mol file: 117828-49-6.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 3 articles about (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 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:

(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

Reference yield:

C28H28O9 → (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:

C₂₈H₂₈O₉; With sodium methylate; In methanol; at 20 - 60 ℃; Inert atmosphere;

With hydrogenchloride; ammonium chloride; In water; Inert atmosphere;

DOI:10.1002/anie.201003212

Reference yield:

(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,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:

Multi-step reaction with 2 steps

1: 96 percent / tetra-n-butylammonium fluoride

2: sodium methoxide / tetrahydrofuran / 36 h / 0 °C

With tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran;

DOI:10.1021/jo00262a022

upstream raw materials:

(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

(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

Downstream raw materials:

(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

(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 methyl ester