(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

Base Information

Chemical Name:(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate
CAS No.:1421615-83-9
Molecular Formula:C₂₁H₁₉F₄NO₂
Molecular Weight:393.381
Hs Code.:

Synonyms:(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

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Chemical Property of (S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

Chemical Property:

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Technology Process of (S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

There total 6 articles about (S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-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: 60.0%

: 1421615-58-8
(S)-tert-butyl 2,2,2-trifluoro-1-(2-((4-fluorophenyl)ethynyl)phenyl)ethylcarbamate

: 1421615-83-9
(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

: 1421616-03-6
(S)-tert-butyl 3-(4-fluorophenyl)-1-(trifluoromethyl)isoquinoline-2(1H)-carboxylate

Guidance literature:: With (triphenylphosphine)gold(I) chloride; ethanol; (SPhos)AuNTf₂; In ethanol; 1,2-dichloro-ethane; at 40 ℃; Inert atmosphere;
DOI:10.1021/ol3035142

Reference yield:

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

: 1421615-83-9
(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

: 1421616-03-6
(S)-tert-butyl 3-(4-fluorophenyl)-1-(trifluoromethyl)isoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

: 1421615-83-9
(S,Z)-tert-butyl 1-(4-fluorobenzylidene)-3-(trifluoromethyl)isoindoline-2-carboxylate

: 1421616-03-6
(S)-tert-butyl 3-(4-fluorophenyl)-1-(trifluoromethyl)isoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 5 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

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; (triphenylphosphine)gold(I) chloride; ethanol; (SPhos)AuNTf₂; 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