(2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-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-[4-(5-methoxypyrimidin-2-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
CAS No.:1358778-97-8
Molecular Formula:C₂₇H₃₂N₄O₇S
Molecular Weight:556.64
Hs Code.:

Synonyms:(2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-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-[4-(5-methoxypyrimidin-2-yl)phenyl]-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-[4-(5-methoxypyrimidin-2-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

There total 6 articles about (2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-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: 77.0%

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

: 1358778-96-7
5-methoxy-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine

: 1358778-97-8
(2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 83 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm2014875

Reference yield:

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

: 1358778-97-8
(2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 2 h / 83 °C / Inert atmosphere

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; tert-butyl alcohol; 5: Suzuki-Miyaura coupling;
DOI:10.1021/jm2014875

Reference yield:

: 1312479-77-8
ethyl (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoate

: 1358778-97-8
(2R)-4-{4-[4-(5-methoxypyrimidin-2-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 2 h / 83 °C / Inert atmosphere

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; potassium carbonate; lithium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; water; 3: Suzuki-Miyaura coupling;
DOI:10.1021/jm2014875