(5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline

Base Information

• Chemical Name: (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline
• CAS No.: 409319-33-1
• Molecular Formula: C₂₀H₂₀F₃NO₃S
• Molecular Weight: 411.445
• Mol file: 409319-33-1.mol

Synonyms:(5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline

Chemical Property of (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline

There total 2 articles about (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline 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:

1-<2-(2-Methoxyphenyl)-2-oxyethyl>pyridinium iodide → (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline (409319-33-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 percent / ammonium acetate / acetic acid / 20 h / 140 °C

2: 85 percent / BBr₃ / CH₂Cl₂ / 0 - 20 °C

3: 89 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; ammonium acetate; boron tribromide; In dichloromethane; acetic acid;

DOI:10.1016/S0040-4020(01)01002-X

Reference yield:

(5S,8R)-(-)-5,6,7,8-tetrahydro-8,99-trimethyl-2-(2-methoxyphenyl)-5,8-methanoquinoline (409319-31-9) → (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline (409319-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / BBr₃ / CH₂Cl₂ / 0 - 20 °C

2: 89 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; boron tribromide; In dichloromethane;

DOI:10.1016/S0040-4020(01)01002-X

Reference yield: 19.0%

diphenylphosphane (829-85-6) + (5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline (409319-33-1) → (5S,8R)-(-)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-diphenylphosphinophenyl)-5,8-methanoquinoline

Guidance literature:

diphenylphosphane; With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h;

(5S,8R)-5,6,7,8-tetrahydro-8,9,9-trimethyl-2-(2-trifluoromethanesulfonyloxy)-5,8-methanoquinoline; With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1016/S0040-4020(01)01002-X

upstream raw materials:

(5S,8R)-(-)-5,6,7,8-tetrahydro-8,99-trimethyl-2-(2-methoxyphenyl)-5,8-methanoquinoline