(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Base Information

Chemical Name:(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid
CAS No.:1164203-73-9
Molecular Formula:C₂₅H₂₂F₃N₃O₅S
Molecular Weight:533.528
Hs Code.:

Synonyms:(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

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Chemical Property of (S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

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Technology Process of (S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

There total 13 articles about (S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid 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: 89.0%

: 1161921-53-4
(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid, allyl ester

: 77-78-1
dimethyl sulfate

: 1164203-73-9
(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Guidance literature:: (S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid, allyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.166667h;

dimethyl sulfate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 59.0%

: 1161921-53-4
(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid, allyl ester

: 74-88-4
methyl iodide

: 1164203-73-9
(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Guidance literature:: (S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid, allyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

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

: 1164203-73-9
(S)-4-[4-cyano-2-(methylsulfonyl)phenyl]-3,6-dimethyl-2-oxo-1-[3-(trifluormethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl sulfoxide / Cooling with ice

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

3.1: chiral silica gel phase based on the selector poly(N-methacryloyl-D-leucinedicyclopropylmethylamide) / ethyl acetate; isopropyl alcohol; tetrahydrofuran; 2-Methylpentane / 24 °C / Resolution of racemate

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

4.2: 16 h / -78 - 20 °C / Inert atmosphere

With triethyl phosphate; phosphorus pentoxide; lithium hexamethyldisilazane; In tetrahydrofuran; 2-Methylpentane; tert-butyl methyl ether; dimethyl sulfoxide; ethyl acetate; isopropyl alcohol;