6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 769172-81-8
• Molecular Formula: C20H22F3NO2
• Molecular Weight: 365.395
• Mol file: 769172-81-8.mol

Synonyms:6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline;(S)-6,7-DiMethoxy-1-(4-(trifluoroMethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property of 6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Boiling Point: 443.0±45.0 °C(Predicted)
• PKA: 8.85±0.40(Predicted)
• PSA: 30.49000
• Density: 1.170
• LogP: 4.87100
• Storage Temp.: 2-8°C

Purity/Quality:

99%+, ^*data from raw suppliers

(S)-6,7-Dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline

There total 20 articles about 6,7-Dimethoxy-1(S)-[2-[4-(trifluoromethyl)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline 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: 39.0%

6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline → (S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline (769172-81-8)

Guidance literature:

With (2S,3S)-2,3-dihydroxy-N-o-tolyl-succinamic acid; In ethanol; water; acetone; at 20 ℃; Product distribution / selectivity; Reflux;

Reference yield:

6,7-dimethoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-3,4-dihydroiso-quinoline (324076-69-9) → (S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline (769172-81-8)

Guidance literature:

With hydrogen; bis(1,5-cyclooctadiene)diiridium(I) dichloride; Taniaphos SL-TOO₂-1; iodine; In dichloromethane; at 20 - 30 ℃; under 3750.38 Torr; Product distribution / selectivity;

Reference yield:

(S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline acetate (1169801-28-8) → (S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline (769172-81-8)

Guidance literature:

With sodium hydroxide; In methylisobutylketone (MIBK); water; at 20 ℃;

upstream raw materials:

6,7-dimethoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-3,4-dihydroiso-quinoline

6,7-dimethoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-3,4-dihydro-isoquinoline methanesulfonic acid salt

(S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline acetate

6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline

Downstream raw materials:

(S)-6,7-dimethoxy-1-(4-(trifluoromethyl)phenethyl)-1,2,3,4-tetrahydroisoquinoline acetate

almorexant

(R)-2-{(S)-6,7-dimethoxy-1-[2-(4-trifluoromethyl-phenyl)-ethyl]-3,4-dihydro-1H-isoquinolin-2-yl}-2-phenyl-acetamide

Refernces

• 1、 Verzijl, Gerard K. M.,De Vries, Andre H. M.,De Vries, Johannes G.,Kapitan, Peter,Dax, Thomas,Helms, Matthias,Nazir, Zarghun,Skranc, Wolfgang,Imboden, Christoph,Stichler, Juergen,Ward, Richard A.,Abele, Stefan,Lefort, Laurent. "Catalytic Asymmetric Reduction of a 3,4-Dihydroisoquinoline for the Large-Scale Production of Almorexant: Hydrogenation or Transfer Hydrogenation?". supporting information. p. 1531 - 1539. Retrieved 2014/01/06.
• 2、 -. "PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE". Page/Page column 4; 10; 12. . Retrieved 2010/12/29.