{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

Base Information

Chemical Name:{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid
CAS No.:904958-43-6
Molecular Formula:C₂₄H₂₀F₃N₃O₅
Molecular Weight:487.435
Hs Code.:

Synonyms:{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

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Chemical Property of {(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

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Technology Process of {(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

There total 7 articles about {(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic 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%

: 956487-28-8
ethyl (4R)-3-(2-tert-butoxy-2-oxoethyl)-4-(4-cyanophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 904958-43-6
{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

Reference yield: 85.0%

: 79-08-3
bromoacetic acid

: 904958-43-6
{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

Guidance literature:: ethyl (4R)-4-(4-cyanophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at -10 ℃; for 0.166667h;

bromoacetic acid; In N,N-dimethyl-formamide; for 1.5h;

With ammonium chloride; In water; N,N-dimethyl-formamide;

Reference yield:

: 105-07-7
4-cyanobenzaldehyde

: 904958-43-6
{(6R)-6-(4-cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl}acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / water; tetrahydrofuran / 18 h / Reflux

2: KBD 6371 / methanol; ethyl acetate / 24 °C / Resolution of racemate

3: potassium carbonate / N,N-dimethyl-formamide / 23 h / 20 - 60 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

With hydrogenchloride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201500131