(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Chemical Name:(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide
CAS No.:1402636-16-1
Molecular Formula:C₂₀H₃₃N₃O₅S
Molecular Weight:427.565
Hs Code.:

Synonyms:(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Chemical Property of (2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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Technology Process of (2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

There total 7 articles about (2R)-4-(4-cyclohexyl-1H-pyrazol-1-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: 23.0%

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 1402636-15-0
(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoic acid

: 1402636-16-1
(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: (2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoic acid; With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h; Inert atmosphere;

O-2-tetrahydro-2H-pyranhydroxylamine; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

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

: 1402636-16-1
(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: MCC-2 / ethanol / Resolution of racemate

2.1: caesium carbonate / tetrahydrofuran / 16 h / 50 °C

3.1: cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 60 °C

4.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / 6000.6 Torr

5.1: water; lithium hydroxide / methanol / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / dichloromethane / 0.5 h / Inert atmosphere

6.2: 3 h / 20 °C

With water; hydrogen; benzotriazol-1-ol; caesium carbonate; N-ethyl-N,N-diisopropylamine; cesium fluoride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; 3.1: Suzuki Coupling;

Reference yield:

: 89490-05-1,21190-87-4
cyclohex-1-enylboronic acid

: 1402636-16-1
(2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 60 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / 6000.6 Torr

3.1: water; lithium hydroxide / methanol / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / dichloromethane / 0.5 h / Inert atmosphere

4.2: 3 h / 20 °C

With water; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; cesium fluoride; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; 1.1: Suzuki Coupling;