(-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Base Information

• Chemical Name: (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one
• CAS No.: 1326218-40-9
• Molecular Formula: C₁₈H₂₀O₂
• Molecular Weight: 268.356

Synonyms:(-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Chemical Property of (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

There total 4 articles about (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-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: 45.0%

carbon monoxide (201230-82-2) + 1-(3-(allyloxy)-3-methylhept-6-en-1-ynyl)benzene (1326218-36-3,1326218-48-7) → (R)-1-(3-(allyloxy)-3-methylhept-6-en-1-ynyl)benzene + (+)-(1S,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-40-9) + (+)-(1R,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1R,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-44-3)

Guidance literature:

With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; di(rhodium)tetracarbonyl dichloride; silver trifluoromethanesulfonate; In tetrahydrofuran; at 25 - 30 ℃; for 2h; under 760.051 Torr; optical yield given as %ee;

DOI:10.1002/asia.201100271

Reference yield:

5-Hexen-2-one (109-49-9) → (R)-1-(3-(allyloxy)-3-methylhept-6-en-1-ynyl)benzene + (+)-(1S,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-40-9) + (+)-(1R,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1R,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-44-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; di(rhodium)tetracarbonyl dichloride; silver trifluoromethanesulfonate / tetrahydrofuran / 2 h / 25 - 30 °C / 760.05 Torr

With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; n-butyllithium; di(rhodium)tetracarbonyl dichloride; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran;

DOI:10.1002/asia.201100271

Reference yield:

3-methyl-1-phenylhept-6-en-1-yn-3-ol (112399-72-1) → (R)-1-(3-(allyloxy)-3-methylhept-6-en-1-ynyl)benzene + (+)-(1S,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-40-9) + (+)-(1R,3aS)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one + (-)-(1R,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one (1326218-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; di(rhodium)tetracarbonyl dichloride; silver trifluoromethanesulfonate / tetrahydrofuran / 2 h / 25 - 30 °C / 760.05 Torr

With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; di(rhodium)tetracarbonyl dichloride; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran;

DOI:10.1002/asia.201100271

upstream raw materials:

carbon monoxide

1-(3-(allyloxy)-3-methylhept-6-en-1-ynyl)benzene

5-Hexen-2-one

3-methyl-1-phenylhept-6-en-1-yn-3-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1326218-40-9 (-)-(1S,3aR)-1-(but-3-enyl)-1-methyl-6-phenyl-3a,4-dihydro-1H-cyclopenta[c]furan-5(3H)-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send