diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

Base Information

Chemical Name:diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate
CAS No.:1268526-99-3
Molecular Formula:C₂₈H₃₁FN₃O₄P
Molecular Weight:523.544
Hs Code.:

Synonyms:diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

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Chemical Property of diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

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Technology Process of diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

There total 10 articles about diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate 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: 48.0%

: 1186635-72-2
5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f]-[1,7]naphthyridine-8-carbaldehyde

: 78715-56-7
tetraethyl fluoromethylenebisphosphonate

: 1268526-99-3
diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

Guidance literature:: tetraethyl fluoromethylenebisphosphonate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f]-[1,7]naphthyridine-8-carbaldehyde; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/acs.jmedchem.6b00489

Reference yield:

: 85331-33-5
2-Cyano-3,5-dichloropyridine

: 1268526-99-3
diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / dichloromethane; ethanol / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 °C

6.1: lithium diisopropyl amide / hexane; pentane; tetrahydrofuran; ethylbenzene / 0.5 h / -78 - 20 °C

6.2: -78 - 20 °C

With potassium phosphate; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethylbenzene; water; dimethyl sulfoxide; N,N-dimethyl-formamide; pentane; butan-1-ol;

Reference yield:

: 1186637-69-3
3-chloro-5-((4-methoxy-2-methylphenyl)ethynyl)picolinonitrile

: 1268526-99-3
diethyl (E)-2-(5-amino-2-(4-methoxy-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)-1-fluorovinylphosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C / Inert atmosphere

2.1: hydrogen / palladium 10% on activated carbon / dichloromethane; ethanol / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 °C

5.1: lithium diisopropyl amide / hexane; pentane; tetrahydrofuran; ethylbenzene / 0.5 h / -78 - 20 °C

5.2: -78 - 20 °C

With potassium phosphate; tetrabutyl ammonium fluoride; hydrogen; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethylbenzene; water; dimethyl sulfoxide; pentane; butan-1-ol;