(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

Base Information

Chemical Name:(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one
CAS No.:1351362-64-5
Molecular Formula:C₂₂H₂₀N₆O₄
Molecular Weight:432.439
Hs Code.:

Synonyms:(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

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Chemical Property of (S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

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Technology Process of (S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

There total 5 articles about (S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-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: 79.0%

: 1516-60-5
4-nitrophenyl azide

: 1273415-57-8
(S)-1-benzoyl-2-isopropyl-5-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one

: 1351362-64-5
(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

Guidance literature:: With copper(l) iodide; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere; Sonication;
DOI:10.1016/j.tetlet.2011.10.011

Reference yield:

: (2R,6S)-2-isopropylperhydropyrimidin-4-one-6-carboxylic acid

: 1351362-64-5
(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / water / 0 °C

2.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: copper(l) iodide; triethylamine; triphenylphosphine; palladium dichloride / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

4.1: copper(l) iodide; tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere; Sonication

With copper(l) iodide; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; iodine; sodium hydrogencarbonate; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3.1: Sonogashira coupling / 4.1: Huisgen [3+2] cycloaddition;
DOI:10.1016/j.tetlet.2011.10.011

Reference yield:

: 211686-52-1
1-benzoyl-2(S)-isopropyl-6(S)-carboxy-perhydropyrimidin-4-one

: 1351362-64-5
(S)-1-benzoyl-2-isopropyl-5-(1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)-2,3-dihydro-(4H)-pyrimidin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: copper(l) iodide; triethylamine; triphenylphosphine; palladium dichloride / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

3.1: copper(l) iodide; tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere; Sonication

With copper(l) iodide; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; iodine; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; dichloromethane; acetonitrile; 2.1: Sonogashira coupling / 3.1: Huisgen [3+2] cycloaddition;
DOI:10.1016/j.tetlet.2011.10.011