(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Base Information

Chemical Name:(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate
CAS No.:1402931-73-0
Molecular Formula:C₃₀H₃₁NO₈
Molecular Weight:533.578
Hs Code.:

(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Synonyms:(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Suppliers and Price of (1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

There total 15 articles about (1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-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: 45.0%

: 1402931-69-4
(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-8-methoxy-2-(methoxycarbonyl)-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1Hbenzo[b]cyclopenta[d]furan-6-carboxylic acid

: 506-59-2
N,N-dimethylammonium chloride

: 1402931-73-0
(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 22 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm3011542

Reference yield:

: 960365-65-5
(1R,2R,3S,3aR,8bS)-methyl 1,6,8b-trihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]-cyclopenta[d]furan-2-carboxylate

: 1402931-73-0
(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.82 h / -10 °C / Inert atmosphere

2: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 2.25 h / 100 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 22 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm3011542

Reference yield:

: [2-[4-benzyloxy-2-methoxy-6-(4-methoxybenzoyl)oxyphenyl]-2-oxoethyl] 4-methoxybenzoate

: 1402931-73-0
(1R,2R,3S,3aR,8bS)-methyl 6-(dimethylcarbamoyl)-1,8b-dihydroxy-8-methoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 - -20 °C / Inert atmosphere

2.1: sulfuric acid; acetic acid / 20 h / 20 °C / Inert atmosphere

3.1: water; sodium hydroxide / ethanol / 1 h / 80 °C / Inert atmosphere

4.1: methanol; dichloromethane; acetonitrile / 10 h / 0 - 5 °C / Inert atmosphere; UV-irradiation

4.2: 1 h / 60 °C / Inert atmosphere

4.3: 48 h / Inert atmosphere

5.1: 5%-palladium/activated carbon; hydrogen / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

6.1: ChiralPak AD-H / ethanol / Inert atmosphere; Supercritical conditions; Resolution of racemate

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.82 h / -10 °C / Inert atmosphere

8.1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 2.25 h / 100 °C / Inert atmosphere

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 22 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; sulfuric acid; 5%-palladium/activated carbon; water; hydrogen; palladium diacetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: |Baker-Venkataraman Rearrangement;
DOI:10.1021/jm3011542