(R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

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Chemical Name:(R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one
CAS No.:501421-81-4
Molecular Formula:C₃₂H₂₈ClN₃O₃
Molecular Weight:538.046
Hs Code.:

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Chemical Property of (R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

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Technology Process of (R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

There total 10 articles about (R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-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: 88.0%

: 1003-21-0
5-bromo-N-methylimidazole

: 6-(4-chlorobenzoyl)-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

: 501421-81-4,501421-85-8,501421-86-9
(R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: With ethylmagnesium bromide; In dichloromethane; tert-butyl methyl ether; for 8h; Reflux; Large scale;
DOI:10.1021/op049935g

Reference yield: 83.0%

: C₃₁H₃₀ClNO₃Si

: 152120-66-6
5-(tert-Butyl-dimethyl-silanyl)-1-methyl-1H-imidazole

: 501421-81-4,501421-85-8,501421-86-9
(R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: C₃₁H₃₀ClNO₃Si; 5-(tert-Butyl-dimethyl-silanyl)-1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/op049935g

Reference yield:

: 190898-64-7
2-(4-Chlorophenyl)-2-(4-nitrophenyl)-1,3-dioxolane

: 501421-81-4,501421-85-8,501421-86-9
(R,S)-6-[(4-chlorophenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-(3-hydroxy-3-methylbutyn-1-yl)-phenyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / methanol / 1 h / 20 °C

2.1: titanium(III) chloride; hydrogenchloride / water; tetrahydrofuran; dichloromethane / 1 h / 0 °C

3.1: dmap; triethylamine / toluene / 3 h / 20 °C

4.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water; tetrahydrofuran / 1 h / 20 °C

5.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 24 h / 60 °C

6.1: n-butyllithium / tetrahydrofuran / -78 °C

6.2: 1 h / 20 °C

With hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; titanium(III) chloride; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; 5.1: |Stevens-Castro Reaction;
DOI:10.1021/op049935g