(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

Base Information

Chemical Name:(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one
CAS No.:1565829-69-7
Molecular Formula:C₂₀H₂₀N₄O
Molecular Weight:332.405
Hs Code.:

Synonyms:(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

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Chemical Property of (-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

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Technology Process of (-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

There total 5 articles about (-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one 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:

: (rac)-(3aRS,6aSR)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

: 1565829-69-7
(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

: 1565829-70-0
(+)-(3aS,6aR)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

Guidance literature:: With Reprosil Chiral NR; In ethanol; n-heptane; Resolution of racemate;

Reference yield:

: (rac)-(3aSR,6aRS)-3-ethyl-2-oxo-hexahydrocyclopentaimidazole-1-carboxylic acid tert-butyl ester

: 1565829-69-7
(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

: 1565829-70-0
(+)-(3aS,6aR)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

2: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 50 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 75 °C / Microwave irradiation; Inert atmosphere

4: Reprosil Chiral NR / ethanol; n-heptane / Resolution of racemate

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; caesium carbonate; triethylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In ethanol; n-heptane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: (rac)-(3aRS,6aSR)-1-ethyl-hexahydrocyclopentaimidazol-2-one

: 1565829-69-7
(-)-(3aR,6aS)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

: 1565829-70-0
(+)-(3aS,6aR)-1-ethyl-3-(5-phenylethynylpyrimidin-2-yl)hexahydrocyclopentaimidazol-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 50 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 75 °C / Microwave irradiation; Inert atmosphere

3: Reprosil Chiral NR / ethanol; n-heptane / Resolution of racemate

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; caesium carbonate; triethylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In ethanol; n-heptane; N,N-dimethyl-formamide; toluene;