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

Base Information

Chemical Name:(1S,3R)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1421616-15-0
Molecular Formula:C₂₂H₂₄F₃NO₃
Molecular Weight:407.433
Hs Code.:

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

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Chemical Property of (1S,3R)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property:

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Technology Process of (1S,3R)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 7 articles about (1S,3R)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 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:

: 1421616-01-4
(S)-tert-butyl 3-(4-methoxyphenyl)-1-(trifluoromethyl)isoquinoline-2(1H)-carboxylate

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

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; under 3800.26 Torr;
DOI:10.1021/ol3035142

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; 1,2-dichloro-ethane; 4.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol3035142