ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

Base Information

Chemical Name:ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate
CAS No.:1258595-06-0
Molecular Formula:C₂₈H₃₁N₃O₄
Molecular Weight:473.572
Hs Code.:

Synonyms:ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

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Chemical Property of ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

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Technology Process of ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

There total 11 articles about ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate 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: 90.0%

: 1258595-05-9
ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

: 1258595-06-0
ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethylene glycol; for 24h;
DOI:10.1021/acs.jmedchem.6b00489

Reference yield:

: 58402-70-3
4-bromo-1-(methoxymethoxy)-3-methylbenzene

: 1258595-06-0
ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

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

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h / 0 - 20 °C

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

4: sodium hydrogencarbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C

5: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 24 h

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; triethylamine; 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; water; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

: 1258594-99-8
(E)-ethyl 3-(3-(tert-butoxycarbonylamino)-4-chlorophenyl)acrylate

: 1258595-06-0
ethyl 3-(5-amino-2-(4-(methoxymethoxy)-2-methylphenethyl)benzo[f][1,7]naphthyridin-8-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / Wilkinson's catalyst / ethyl acetate; ethanol / 24 h / 20 °C

2: potassium acetate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 100 °C

3: sodium hydrogencarbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C

4: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 24 h

With hydrogen; potassium acetate; sodium hydrogencarbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Wilkinson's catalyst; palladium 10% on activated carbon; XPhos; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate; butan-1-ol;