(1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-ene

Base Information

• Chemical Name: (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-ene
• CAS No.: 405261-70-3
• Molecular Formula: C₁₆H₂₁F₃O₄
• Molecular Weight: 334.336
• Mol file: 405261-70-3.mol

Synonyms:(1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-ene

Chemical Property of (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-ene

There total 2 articles about (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.^4,130^8,13]hexadec-2-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:

4-methoxy-aniline (104-94-9) + 10-bromo-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane (408347-42-2) → (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.4,1308,13]hexadec-2-ene (405261-70-3) + 10β-(4-methoxyphenylamino)-10α-trifluoromethyldeoxoartemisinin

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0310333

Reference yield:

4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) + 10-bromo-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane (408347-42-2) → (1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.4,1308,13]hexadec-2-ene (405261-70-3) + C25H31F3O7

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo035174o

Reference yield:

(1S,4R,5R,8R,12R,13R)-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0.4,1308,13]hexadec-2-ene (405261-70-3) → benzyl [(1S,4R,5R,8R,12R,13S)-1,5-dimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadec-9-en-9-yl]methyl ether

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / NBS / CCl₄ / 0.33 h / Heating

2.1: NaH / 0.17 h / 0 °C

2.2: 97 percent / KI / tetrahydrofuran / 18 h

With N-Bromosuccinimide; sodium hydride; In tetrachloromethane;

DOI:10.1021/jm030947m

upstream raw materials:

4-(methoxycarbonyl)benzyl alcohol

10-bromo-1,5,9-trimethyl-10-(trifluoromethyl)-11,14,15,16-tetraoxatetracyclo[10.3.1.0^4,13.0^8,13]hexadecane

4-methoxy-aniline