(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

Base Information

• Chemical Name: (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
• CAS No.: 512828-34-1
• Molecular Formula: C₃₃H₅₀O₆Si
• Molecular Weight: 570.842
• Mol file: 512828-34-1.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 1 articles about (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 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: 100.0%

(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) → (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)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 5.5h;

DOI:10.1021/jo020628n

Reference yield: 98.0%

(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) → (1S,3S,4R,8S,9S,11R,12S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,3-dihydroxy-11-(4-methoxy-benzyloxy)-9,15,15-trimethyl-5-methylene-tricyclo[10.2.1.04,9]pentadecane-2,10-dione (512828-35-2)

Guidance literature:

With PhSO₂-N(O)CH-Ph; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 10 ℃; for 2h;

DOI:10.1021/jo020628n

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

upstream raw materials:

(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:

(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

(1S,3S,4R,8S,9S,11R,12S)-8-(tert-Butyl-dimethyl-silanyloxy)-1,3-dihydroxy-11-(4-methoxy-benzyloxy)-9,15,15-trimethyl-5-methylene-tricyclo[10.2.1.0^4,9]pentadecane-2,10-dione

C₃₃H₅₀O₈Si

C₄₀H₅₆O₈Si