(E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one

Base Information

• Chemical Name: (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one
• CAS No.: 512828-43-2
• Molecular Formula: C₄₀H₅₆O₆Si
• Molecular Weight: 660.967

Synonyms:(E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one

Chemical Property of (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one

There total 2 articles about (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-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: 89.0%

benzyl bromide (100-39-0) + (1S,4R,8S,9S,11R,12S)-8-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-11-(4-methoxy-benzyloxy)-9,15,15-trimethyl-5-methylene-tricyclo[10.2.1.04,9]pentadecane-2,10-dione (512828-34-1) → (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.04,9]pentadec-10-en-3-one (512828-43-2)

Guidance literature:

(1S,4R,8S,9S,11R,12S)-8-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-11-(4-methoxy-benzyloxy)-9,15,15-trimethyl-5-methylene-tricyclo[10.2.1.0^4,9]pentadecane-2,10-dione; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1021/jo020628n

Reference yield:

(1S,2R,4S,5S,9R,11S,12S)-5-(tert-Butyl-dimethyl-silanyloxy)-11,12-dihydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.04,9]pentadecan-3-one (350715-45-6) → (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.04,9]pentadec-10-en-3-one (512828-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 5.5 h / -78 - 20 °C

2.1: potassium tert-butoxide / dimethylformamide / 0.5 h / 0 °C

2.2: 89 percent / dimethylformamide / 0.5 h / 0 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1.1: Swern oxidation;

DOI:10.1021/jo020628n

Reference yield: 80.0%

(E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.04,9]pentadec-10-en-3-one (512828-43-2) → C40H56O8Si (512828-44-3)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 36h;

DOI:10.1021/jo020628n

upstream raw materials:

benzyl bromide

(1S,4R,8S,9S,11R,12S)-8-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-11-(4-methoxy-benzyloxy)-9,15,15-trimethyl-5-methylene-tricyclo[10.2.1.0^4,9]pentadecane-2,10-dione

(1S,2R,4S,5S,9R,11S,12S)-5-(tert-Butyl-dimethyl-silanyloxy)-11,12-dihydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadecan-3-one

Downstream raw materials:

C₄₀H₅₆O₈Si

C₃₃H₅₀O₈Si

C₄₀H₅₄O₉Si

C₄₀H₅₄O₉Si

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 512828-43-2 (E)-(1S,2R,4S,5S,9R,12S)-11-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-12-hydroxy-2-(4-methoxy-benzyloxy)-4,15,15-trimethyl-8-methylene-tricyclo[10.2.1.0^4,9]pentadec-10-en-3-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send