(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Chemical Name:(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
CAS No.:1358778-86-5
Molecular Formula:C₂₃H₂₉FN₂O₇S
Molecular Weight:496.557
Hs Code.:

Synonyms:(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Chemical Property of (2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Technology Process of (2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

There total 5 articles about (2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide 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: 84.0%

: 1312478-57-1
(2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

: 352303-67-4
(2-fluoro-3-methoxyphenyl)boronic acid

: 1358778-86-5
(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: With potassium carbonate; In ethanol; water; at 70 ℃;
DOI:10.1021/jm2014875

Reference yield:

: 1312478-47-9
ethyl (±)-4-bromo-2-methyl-2-(methylsulfonyl)butanoate

: 1358778-86-5
(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: Multi-step reaction with 5 steps

1: ethanol / 0.02 h / Resolution of racemate

2: tetra-(n-butyl)ammonium iodide; caesium carbonate / tetrahydrofuran; tert-butyl alcohol / 72 h / 35 °C

3: lithium hydroxide / tetrahydrofuran; methanol; water / 20 °C

4: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 2-methyltetrahydrofuran / 20 °C

5: potassium carbonate / ethanol; water / 70 °C

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol; 5: Suzuki-Miyaura coupling;
DOI:10.1021/jm2014875

Reference yield:

: 1312478-48-0
(2R)-ethyl 4-bromo-2-methyl-2-(methylsulfonyl)butanoate

: 1358778-86-5
(2R)-4-[4-(2-fluoro-3-methoxyphenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: Multi-step reaction with 4 steps

1: tetra-(n-butyl)ammonium iodide; caesium carbonate / tetrahydrofuran; tert-butyl alcohol / 72 h / 35 °C

2: lithium hydroxide / tetrahydrofuran; methanol; water / 20 °C

3: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 2-methyltetrahydrofuran / 20 °C

4: potassium carbonate / ethanol; water / 70 °C

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol; 4: Suzuki-Miyaura coupling;
DOI:10.1021/jm2014875