5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

Base Information

Chemical Name:5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime
CAS No.:1414937-04-4
Molecular Formula:C₂₈H₃₃N₃O₄
Molecular Weight:475.588
Hs Code.:

Synonyms:5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

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Chemical Property of 5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

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Technology Process of 5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

There total 5 articles about 5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime 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: 95.0%

: 1414937-32-8
5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde

: 1414937-04-4
5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; In ethanol; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jm3015519

Reference yield:

: 1414937-14-6
methyl 3-(benzyloxy)-5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate

: 1414937-04-4
5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

Guidance literature:: Multi-step reaction with 5 steps

1: palladium on carbon; hydrogen / ethyl acetate / 15 h / 20 °C / 760.05 Torr / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

5: hydroxylamine hydrochloride; sodium acetate / ethanol / 0.5 h / 20 °C / Inert atmosphere

With 1H-imidazole; palladium on carbon; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; diisobutylaluminium hydride; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm3015519

Reference yield:

: 1342906-76-6
methyl 3-benzyloxy-5-bromopicolinate

: 1414937-04-4
5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde oxime

Guidance literature:: Multi-step reaction with 6 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 15 h / 50 °C / Schlenk technique; Inert atmosphere

2: palladium on carbon; hydrogen / ethyl acetate / 15 h / 20 °C / 760.05 Torr / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

4: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

6: hydroxylamine hydrochloride; sodium acetate / ethanol / 0.5 h / 20 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on carbon; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm3015519