(E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester

Base Information

• Chemical Name: (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester
• CAS No.: 385806-12-2
• Molecular Formula: C₃₁H₃₆BrNO₇
• Molecular Weight: 614.533

Synonyms:(E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester

Chemical Property of (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester

There total 8 articles about (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl 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: 86.0%

3-[2-(3-bromo-propyl)-phenyl]-acrylic acid (385806-08-6) + N-(butyl-isosorbide)bicyclo[2.2.1]hept-5-ene-2,3-di-exo-carboximide (385806-10-0) → (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester (385806-12-2)

Guidance literature:

3-[2-(3-bromo-propyl)-phenyl]-acrylic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

N-(butyl-isosorbide)bicyclo[2.2.1]hept-5-ene-2,3-di-exo-carboximide; In dichloromethane; Further stages.;

DOI:10.1021/ol016855d

Reference yield:

(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (6319-06-8) → (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester (385806-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / K₂CO₃ / acetone

2.1: NaH / tetrahydrofuran; pentane / 0.33 h

2.2: 76 percent / tetrabutylammonium bromide / tetrahydrofuran; pentane / 15 h / 20 °C

3.1: DCC; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

3.2: 86 percent / CH₂Cl₂

With dmap; sodium hydride; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetone; pentane; 2.1: Williamson etherification;

DOI:10.1021/ol016855d

Reference yield:

1,2-Dihydronaphthalene (447-53-0) → (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester (385806-12-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O₃; DMS

1.2: 79 percent / NaBH₄ / ethanol

2.1: MnO₂ / benzene

3.1: CH₂Cl₂

4.1: 68 percent / aq. LiOH / tetrahydrofuran / 3 h / Heating

5.1: 67 percent / CBr₄; PPh₃ / CH₂Cl₂

6.1: DCC; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

6.2: 86 percent / CH₂Cl₂

With dmap; manganese(IV) oxide; lithium hydroxide; 2,3-dimercapto-succinic acid; carbon tetrabromide; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene; 3.1: Wittig reaction;

DOI:10.1021/ol016855d

upstream raw materials:

3-[2-(3-bromo-propyl)-phenyl]-acrylic acid

N-(butyl-isosorbide)bicyclo[2.2.1]hept-5-ene-2,3-di-exo-carboximide

(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

1,2-Dihydronaphthalene

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 385806-12-2 (E)-3-[2-(3-Bromo-propyl)-phenyl]-acrylic acid (3R,3aR,6S,6aR)-6-[4-((1R,2R,6S,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-butoxy]-hexahydro-furo[3,2-b]furan-3-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send