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

Base Information

Chemical Name:5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinaldehyde
CAS No.:1414937-32-8
Molecular Formula:C₂₈H₃₂N₂O₄
Molecular Weight:460.573
Hs Code.:

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

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

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

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

: C₃₄H₄₆N₂O₄Si

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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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