2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)-

Base Information

• Chemical Name: 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)-
• CAS No.: 587869-81-6
• Molecular Formula: C28H42O5Si
• Molecular Weight: 486.71600
• Mol file: 587869-81-6.mol

Synonyms:(3aR,4R,5R,6aS)-4-((S,E)-3-((tert-Butyldimethylsilyl)oxy)oct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate;(3aR,4R,5R,6aS)-benzoic acid 4-[(1E,3S)-3-(tert-butyl-dimethylsilanyloxy)-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester;

Chemical Property of 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)-

Chemical Property:

• PSA: 61.83000
• LogP: 6.69050
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(3AR,4R,5R,6aS)-4-((S,E)-3-((tert-Butyldimethylsilyl)oxy)oct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)-

There total 4 articles about 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)- 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: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (3aR,4R,5R,6aS)-benzoic acid 4-[(1E)-3-hydroxy-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (1010074-85-7) → (3aR,4R,5R,6aS)-benzoic acid 4-[(1E,3S)-3-(tert-butyl-dimethylsilanyloxy)-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (587869-81-6)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 4.5h;

DOI:10.1021/jo034502h

Reference yield:

(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one (39746-01-5) → (3aR,4R,5R,6aS)-benzoic acid 4-[(1E,3S)-3-(tert-butyl-dimethylsilanyloxy)-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (587869-81-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: 80 percent / tetrahydrofuran / 1.5 h / 20 °C

2.1: 80 percent / (S)-BINAL-H; EtOH / tetrahydrofuran / 1 h / -100 °C

3.1: 95 percent / DMAP; imidazole / CH₂Cl₂ / 4.5 h / 20 °C

With 1H-imidazole; dmap; ethanol; (-)-(S)-BINAL-H; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo034502h

Reference yield:

(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester (40834-86-4,185225-06-3) → (3aR,4R,5R,6aS)-benzoic acid 4-[(1E,3S)-3-(tert-butyl-dimethylsilanyloxy)-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (587869-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / (S)-BINAL-H; EtOH / tetrahydrofuran / 1 h / -100 °C

2: 95 percent / DMAP; imidazole / CH₂Cl₂ / 4.5 h / 20 °C

With 1H-imidazole; dmap; ethanol; (-)-(S)-BINAL-H; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo034502h

upstream raw materials:

tert-butyldimethylsilyl chloride

(3aR,4R,5R,6aS)-benzoic acid 4-[(1E)-3-hydroxy-oct-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Downstream raw materials:

(5Z)-7-{(1RS,2SR,5RS)-2-[(1E,3SR)-3-(tert-butyldimethylsilanyloxy)oct-1-enyl]-5-(2-nitrophenylselanyl)cyclopent-3-enyl}hept-5-enoic acid methyl ester

prostaglandin J₂

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 587869-81-6 2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)-4-[(1E,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-octe nyl]hexahydro-, (3aR,4R,5R,6aS)-

Send

Send

Metric Ton KG G Pound L ML

Send

Send