(1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline
CAS No.:1421616-16-1
Molecular Formula:C₁₇H₁₆F₃NO
Molecular Weight:307.315
Hs Code.:

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

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

Chemical Property:

Purity/Quality:

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

There total 8 articles about (1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-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:

: 1421616-15-0
(1S,3R)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 1421616-16-1
(1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol3035142

Reference yield:

: 1421615-46-4
(S)-tert-butyl [2,2,2-trifluoro-1-(2-iodophenyl)ethyl]carbamate

: 1421616-16-1
(1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 6 h / Inert atmosphere; Heating

2.1: (triphenylphosphine)gold(I) chloride; (SPhos)AuNTf₂; ethanol / 1,2-dichloro-ethane; ethanol / 40 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 20 °C / 3800.26 Torr

4.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; (triphenylphosphine)gold(I) chloride; ethanol; palladium 10% on activated carbon; (SPhos)AuNTf₂; hydrogen; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; 1.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol3035142

Reference yield:

: (S)-(+)-N-(2-iodobenzylidene)-2-methylpropane-2-sulfinamide

: 1421616-16-1
(1S,3R)-3-(4-methoxyphenyl)-1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutylammonium acetate / tetrahydrofuran / -20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; methanol / 0.33 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / 1,4-dioxane / 20 °C / Inert atmosphere

4.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

4.2: 6 h / Inert atmosphere; Heating

5.1: (triphenylphosphine)gold(I) chloride; (SPhos)AuNTf₂; ethanol / 1,2-dichloro-ethane; ethanol / 40 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 20 °C / 3800.26 Torr

7.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; (triphenylphosphine)gold(I) chloride; ethanol; palladium 10% on activated carbon; (SPhos)AuNTf₂; hydrogen; tetrabutylammonium acetate; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; 4.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol3035142