(R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1159997-92-8
• Molecular Formula: C₁₆H₁₄F₃N
• Molecular Weight: 277.289
• Mol file: 1159997-92-8.mol

Synonyms:(R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

There total 15 articles about (R)-(-)-1-(4-(trifluoromethyl)phenyl)-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: 95.0%

1-(4′-trifluoromethylphenyl)isoquinoline (76304-18-2) → (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159997-92-8)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; trichloroisocyanuric acid; hydrogen; (R)-segphos; In tetrahydrofuran; at 80 ℃; for 48h; under 62059.4 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.orglett.7b02502

Reference yield:

1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline (1159997-91-7) → (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159997-92-8) + (S)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With formic acid; [RuCl(η⁶-benzene)(1R,2R)-N-(naphthalene-1-sulfonyl)-1,2-diphenylethylenediamine]; triethylamine; In acetonitrile; at 30 ℃; Reagent/catalyst;

DOI:10.1016/j.catcom.2013.03.004

Reference yield:

1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline (1159997-91-7) → (R)-(-)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1159997-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 20 °C

2: chiral column / Resolution of racemate

With sodium tetrahydroborate; In methanol;

DOI:10.1021/jm401955h

upstream raw materials:

1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline

phenethylamine

N-phenethyl-4-(trifluoromethyl)benzamide

1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(R)-N-(2-fluorophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

(R)-ethyl-4-(1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline-2-carboxamido)benzoate

(R)-N-(4-cyanophenyl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

(R)-N-(pyridin-3-yl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide