(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Base Information

Chemical Name:(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
CAS No.:1164204-23-2
Molecular Formula:C₂₂H₁₇F₃N₄O₄S₂
Molecular Weight:522.529
Hs Code.:

(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Synonyms:(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Chemical Property of (4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Technology Process of (4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

There total 10 articles about (4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 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: 40.0%

: 1164201-95-9
(4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

: 124-63-0
methanesulfonyl chloride

: 1164204-23-2
(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: (4S)-4-{4-cyano-2-(methylsulfinyl)phenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

methanesulfonyl chloride; In tetrahydrofuran; mineral oil; for 16h; Inert atmosphere;

Reference yield:

: (4S)-4-[4-cyano-2-(methylsulfinyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

: 124-63-0
methanesulfonyl chloride

: 1164204-23-2
(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: (4S)-4-[4-cyano-2-(methylsulfinyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

methanesulfonyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 17h;

Reference yield:

: 105942-10-7
3-fluoro-4-formylbenzonitrile

: 1164204-23-2
(4S)-4-{4-Cyano-2-[methylsulfinyl]phenyl}-6-methyl-3-(methylsulfonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: dimethyl sulfoxide / 0.75 h / Cooling with ice

2.1: phosphorus pentoxide; triethyl phosphate / tert-butyl methyl ether / 50 °C / Inert atmosphere; Reflux

3.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 20 °C / Inert atmosphere

4.1: poly(N-methacryloyl-D-leucine-dicyclopropylmethylamide) / ethyl acetate; methanol / Resolution of racemate

5.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.1: Burgess Reagent / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

7.1: sodium periodate / water; methanol / 19 h / 30 - 50 °C

8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 - 20 °C / Inert atmosphere

8.2: 17 h / 20 °C

With morpholine; sodium periodate; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; ammonium chloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate; mineral oil;