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

Base Information

• Chemical Name: (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid dimethylamide
• CAS No.: 117828-42-9
• Molecular Formula: C₂₉H₂₉NO₇
• Molecular Weight: 503.552
• Mol file: 117828-42-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 21 articles about (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid dimethylamide 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: 92.0%

(3aR,8bS)-1,8b-Dihydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan-2-carbothioic acid S-methyl ester (117828-41-8) → (3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid dimethylamide (117828-42-9)

Guidance literature:

In tetrahydrofuran; at 75 ℃; for 48h;

DOI:10.1021/jo00262a022

Reference yield: 89.0%

methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2-carboxylate (136850-48-1) → 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2(1H)-carboxamide (117828-42-9,136892-19-8)

Guidance literature:

With lithium dimethylamide; In tetrahydrofuran; hexane; 1) -78 deg C, 30 min, 2) r. t., 30 min;

Reference yield: 84.4%

dimethyl amine (124-40-3) + methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopenta[b]benzofuran-2-carboxylate → 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopentabenzofuran-2(1H)-carboxamide (117828-42-9,136892-19-8)

Guidance literature:

dimethyl amine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-2,3,3a,8a-tetrahydrocyclopenta[b]benzofuran-2-carboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h;

DOI:10.1002/ejoc.200700905

upstream 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-carbothioic acid S-methyl ester

(3aS,8bS)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3a,8b-dihydro-1H-benzo[b]cyclopenta[d]furan-2-carbothioic acid S-methyl ester

(3aS,8bS)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-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)-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

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