(-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

Base Information

• Chemical Name: (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene
• CAS No.: 122594-52-9
• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.35

Synonyms:(-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

Chemical Property of (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

There total 1 articles about (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene 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: 94.0%

(2R,3R)-2-acetoxy-1-(cinnamoyloxy)-3-vinylcyclohexa-3,5-diene (122594-51-8) → (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.02,7>dec-3-ene (122594-52-9)

Guidance literature:

In benzene; at 110 ℃; for 15h;

DOI:10.1021/jo00278a052

Reference yield:

(-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.02,7>dec-3-ene (122594-52-9) → Acetic acid (1R,2R,3R,7S)-1-hydroxymethyl-5-oxo-10-phenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-yl ester (122594-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) dimethyl sulfide (DMS) / 1.) CH₂Cl₂, -78 deg C, 3 min, 2.) from -78 deg C to RT, 2 h

2: 85 percent / NaBH₄ / methanol / 0.33 h / 0 °C

With sodium tetrahydroborate; dimethylsulfide; ozone; In methanol;

DOI:10.1021/jo00278a052

Reference yield:

(-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.02,7>dec-3-ene (122594-52-9) → (-)-(1R,2R,5R,6R,7R,10S)-6-acetoxy-5-<(benzoyloxy)methyl>-9-oxo-10-phenyl-8-oxatricyclo<4.3.1.02,7>dec-3-ene (78804-20-3,104874-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) O₃, 2.) dimethyl sulfide (DMS) / 1.) CH₂Cl₂, -78 deg C, 3 min, 2.) from -78 deg C to RT, 2 h

2: 85 percent / NaBH₄ / methanol / 0.33 h / 0 °C

3: 1.) triethylamine, isobutylchloroformate / 1.) THF, 0 deg C, 10 min, 2.) reflux, 48 h

With sodium tetrahydroborate; dimethylsulfide; ozone; triethylamine; isobutyl chloroformate; In methanol;

DOI:10.1021/jo00278a052

upstream raw materials:

(2R,3R)-2-acetoxy-1-(cinnamoyloxy)-3-vinylcyclohexa-3,5-diene

Downstream raw materials:

Acetic acid (1S,2R,3R,7S)-1-formyl-5-oxo-10-phenyl-4-oxa-tricyclo[4.3.1.0^3,7]dec-8-en-2-yl ester

Acetic acid (1R,2R,3R,7S)-1-hydroxymethyl-5-oxo-10-phenyl-4-oxa-tricyclo[4.3.1.0^3,7]dec-8-en-2-yl ester

(-)-(1R,2R,5R,6R,7R,10S)-6-acetoxy-5-<(benzoyloxy)methyl>-9-oxo-10-phenyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

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 122594-52-9 (-)(1R,2R,5R,6R,7R,10S)-6-acetoxy-9-oxo-10-phenyl-5-vinyl-8-oxatricyclo<4.3.1.0^2,7>dec-3-ene

Send

Send

Metric Ton KG G Pound L ML

Send

Send