(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

Base Information

Chemical Name:(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate
CAS No.:1447071-15-9
Molecular Formula:C₃₅H₃₄ClFO₄
Molecular Weight:573.104
Hs Code.:

Synonyms:(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

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Chemical Property of (2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

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Technology Process of (2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

There total 8 articles about (2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate 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:

: 1447071-06-8
ethyl 2-(7-bromo-1-hydroxy-3-methylnaphthalen-2-yl)-2-hydroxyacetate

: 1447071-15-9
(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; triethylsilyl chloride / dichloromethane / 16 h

1.2: 0.5 h / -78 °C

1.3: 20 °C

2.1: Dess-Martin periodane / dichloromethane / 1.5 h

3.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; toluene; ethanol / 2 h / 20 °C

4.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 1.25 h / -40 °C

5.1: perchloric acid / water / 3 h

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; copper(l) iodide / tetrahydrofuran / 1 h / 70 °C

With 1H-imidazole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; perchloric acid; triethylsilyl chloride; potassium carbonate; Dess-Martin periodane; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;

Reference yield:

: 1354491-91-0
ethyl 4-(4-bromophenyl)-3-methylbut-2-enoate

: 1447071-15-9
(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sulfuric acid / 2.5 h / 50 °C

2.1: titanium tetrachloride / dichloromethane / 0.33 h / 0 °C

2.2: 1.25 h / 0 °C

3.1: 1H-imidazole; triethylsilyl chloride / dichloromethane / 16 h

3.2: 0.5 h / -78 °C

3.3: 20 °C

4.1: Dess-Martin periodane / dichloromethane / 1.5 h

5.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; toluene; ethanol / 2 h / 20 °C

6.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 1.25 h / -40 °C

7.1: perchloric acid / water / 3 h

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; copper(l) iodide / tetrahydrofuran / 1 h / 70 °C

With 1H-imidazole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; perchloric acid; triethylsilyl chloride; sulfuric acid; titanium tetrachloride; potassium carbonate; Dess-Martin periodane; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;

Reference yield:

: 1354491-70-5
ethyl 2-(7-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-oxoacetate

: 1447071-15-9
(2S)-ethyl 2-tert-butoxy-2-(1-(4-chlorophenyl)-7-(3-(4-fluorophenyl)-3-hydroxybut-1-ynyl)-3-methylnaphthalen-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / toluene / 1.25 h / -40 °C

2: perchloric acid / water / 3 h

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; copper(l) iodide / tetrahydrofuran / 1 h / 70 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; perchloric acid; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; water; toluene;