(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Base Information

Chemical Name:(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
CAS No.:1164204-70-9
Molecular Formula:C₂₈H₃₁F₃N₄O₄SSi
Molecular Weight:604.725
Hs Code.:

(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Synonyms:(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Chemical Property of (rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

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Technology Process of (rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

There total 10 articles about (rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-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: 77.0%

: 1164204-68-5
(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide

: 1164204-70-9
(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: With methoxycarbonylsulfamoyl-triethylammmonium hydroxide; In tetrahydrofuran; at 20 ℃; for 1.25h; Inert atmosphere;

Reference yield:

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

: 1164204-70-9
(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 10 steps

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

1.2: 1 h / 20 °C

2.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Reflux; Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 - 20 °C

5.1: water; pyridinium p-toluenesulfonate / acetone / 0.08 h / 160 °C / Microwave irradiation

6.1: phosphorus pentoxide; triethyl phosphate / tert-butyl methyl ether / 2 h / Inert atmosphere; Reflux

6.2: 5 h / 90 °C / Neat (no solvent); Inert atmosphere

7.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

9.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

10.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / 1.25 h / 20 °C / Inert atmosphere

With morpholine; 1H-imidazole; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; triethyl phosphate; phosphorus pentoxide; water; pyridinium p-toluenesulfonate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; N,N-dimethyl-formamide dimethyl acetal; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

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

: 1164204-70-9
(rac)-4-{2-[(2-{[tert-Butyl(dimethyl)silyl]oxy}ethyl)sulfonyl]-4-cyanophenyl}-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Reflux; Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 - 20 °C

4.1: water; pyridinium p-toluenesulfonate / acetone / 0.08 h / 160 °C / Microwave irradiation

5.1: phosphorus pentoxide; triethyl phosphate / tert-butyl methyl ether / 2 h / Inert atmosphere; Reflux

5.2: 5 h / 90 °C / Neat (no solvent); Inert atmosphere

6.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

8.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

9.1: methoxycarbonylsulfamoyl-triethylammmonium hydroxide / tetrahydrofuran / 1.25 h / 20 °C / Inert atmosphere

With morpholine; 1H-imidazole; methoxycarbonylsulfamoyl-triethylammmonium hydroxide; triethyl phosphate; phosphorus pentoxide; water; pyridinium p-toluenesulfonate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; HATU; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; acetone; toluene;