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

Base Information

Chemical Name:methyl 3-(benzyloxy)-5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate
CAS No.:1414937-14-6
Molecular Formula:C₃₆H₃₆N₂O₅
Molecular Weight:576.692
Hs Code.:

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

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Chemical Property of methyl 3-(benzyloxy)-5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate

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Technology Process of methyl 3-(benzyloxy)-5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate

There total 1 articles about methyl 3-(benzyloxy)-5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-1-ynyl)picolinate 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: 94.0%

: 1310031-60-7
2-pent-4-ynyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline

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

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

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 50 ℃; for 15h; Schlenk technique; Inert atmosphere;
DOI:10.1021/jm3015519

Reference yield: 96.0%

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

: 1414937-23-7
methyl 5-(5-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pentyl)-3-hydroxypicolinate

Guidance literature:: With palladium on carbon; hydrogen; In ethyl acetate; at 20 ℃; for 15h; under 760.051 Torr; 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

: 1414937-32-8
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