(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

Base Information

Chemical Name:(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one
CAS No.:1588767-63-8
Molecular Formula:C₂₂H₁₉FO
Molecular Weight:318.391
Hs Code.:

Synonyms:(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

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Chemical Property of (S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

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Technology Process of (S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

There total 4 articles about (S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one 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: 57.0%

: 1588766-51-1
1-([1,1'-biphenyl]-4-yl)-2-bromo-2-fluorobutan-1-one

: 28557-00-8
phenylzinc chloride

: 1588767-63-8
(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

Guidance literature:: 1-([1,1'-biphenyl]-4-yl)-2-bromo-2-fluorobutan-1-one; With (1,2-dimethoxyethane)dichloronickel(II); 2,2'-methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In tetrahydrofuran; diethylene glycol dimethyl ether; at -25 ℃; for 0.416667h; Inert atmosphere;

phenylzinc chloride; In tetrahydrofuran; diethylene glycol dimethyl ether; at -25 ℃; for 36h; Reagent/catalyst; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja501815p

Reference yield:

: 13211-01-3
1-([1,1'-biphenyl]-4-yl)butan-1-one

: 1588767-63-8
(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: (1,2-dimethoxyethane)dichloronickel(II); 2,2'-methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline] / tetrahydrofuran; diethylene glycol dimethyl ether / 0.42 h / -25 °C / Inert atmosphere

3.2: 36 h / -25 °C / Inert atmosphere

With n-butyllithium; (1,2-dimethoxyethane)dichloronickel(II); trimethylsilyl trifluoromethanesulfonate; triethylamine; diisopropylamine; 2,2'-methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In tetrahydrofuran; hexane; dichloromethane; diethylene glycol dimethyl ether; 3.2: |Negishi Coupling;
DOI:10.1021/ja501815p

Reference yield:

: 1588765-74-5
C₁₆H₁₅FO

: 1588767-63-8
(S)-1-([1,1'-biphenyl]-4-yl)-2-fluoro-2-phenylbutan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: (1,2-dimethoxyethane)dichloronickel(II); 2,2'-methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline] / tetrahydrofuran; diethylene glycol dimethyl ether / 0.42 h / -25 °C / Inert atmosphere

2.2: 36 h / -25 °C / Inert atmosphere

With (1,2-dimethoxyethane)dichloronickel(II); trimethylsilyl trifluoromethanesulfonate; triethylamine; 2,2'-methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether; 2.2: |Negishi Coupling;
DOI:10.1021/ja501815p