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

Base Information

Chemical Name:(2R)-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
CAS No.:1358778-95-6
Molecular Formula:C₂₇H₃₂N₄O₇S
Molecular Weight:556.64
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 7 articles about (2R)-4-{4-[4-(2-methoxypyrimidin-5-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: 85.0%

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

: 1358778-94-5
2-methoxy-5-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine

: 1358778-95-6
(2R)-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-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

: 1358778-95-6
(2R)-4-{4-[4-(2-methoxypyrimidin-5-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: 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

: 1358778-95-6
(2R)-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-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