(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

Base Information

Chemical Name:(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide
CAS No.:1161921-57-8
Molecular Formula:C₂₅H₂₂F₃N₅O₆S
Molecular Weight:577.541
Hs Code.:

(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

Synonyms:(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

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Chemical Property of (6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

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Technology Process of (6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

There total 9 articles about (6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide 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: 69.0%

: 1161921-95-4
4-nitrophenyl (6S)-5-cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxylate

: 534-03-2
serinol

: 1161921-57-8
(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

Guidance literature:: In acetonitrile;

Reference yield:

: 170572-49-3
2-fluoro-4-cyanotoluene

: 1161921-57-8
(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / Inert atmosphere; Reflux

1.2: 1 h / 20 °C

2.1: dimethyl sulfoxide / Cooling with ice

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

4.1: 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

5.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

6.1: HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

6.2: 4 h / 20 °C

7.1: Burgess Reagent / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

8.1: dmap; triethylamine / dichloromethane / 0.08 h / 20 °C

9.1: acetonitrile

With morpholine; dmap; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; N,N-dimethyl-formamide dimethyl acetal; triethylamine; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-Methylpentane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

Reference yield:

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

: 1161921-57-8
(6S)-5-Cyano-6-[4-cyano-2-(methylsulfonyl)phenyl]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-carboxamide

Guidance literature:: Multi-step reaction with 8 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: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

5.1: HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

5.2: 4 h / 20 °C

6.1: Burgess Reagent / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0.08 h / 20 °C

8.1: acetonitrile

With morpholine; dmap; Burgess Reagent; triethyl phosphate; phosphorus pentoxide; triethylamine; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-Methylpentane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;