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

Base Information

Chemical Name:methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate
CAS No.:1310031-61-8
Molecular Formula:C₃₅H₃₄N₂O₅
Molecular Weight:562.665
Hs Code.:

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

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

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

There total 5 articles about methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-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: 66.0%

: 1235142-25-2
methyl 3-(benzyloxy)-6-bromopyridine-2-carboxylate

: 1310031-59-4
2-but-3-ynyl-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline

: 1310031-61-8
methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 15h; Inert atmosphere;
DOI:10.1039/c1cc10787a

Reference yield:

: 62733-99-7
methyl 3-hydroxypicolinate

: 1310031-61-8
methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate

Guidance literature:: Multi-step reaction with 3 steps

1: bromine / water / 17 h / 0 - 20 °C

2: potassium carbonate / acetone / 15 h / Reflux

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; potassium carbonate; triethylamine; In tetrahydrofuran; water; acetone; 3: Sonogashira coupling;
DOI:10.1039/c1cc10787a

Reference yield:

: 874-24-8
3-hydroxypyridine-2-carboxylic acid

: 1310031-61-8
methyl 3-(benzyloxy)-6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)but-1-ynyl)picolinate

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid / 24 h / Reflux

2: bromine / water / 17 h / 0 - 20 °C

3: potassium carbonate / acetone / 15 h / Reflux

4: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; bromine; potassium carbonate; triethylamine; In tetrahydrofuran; water; acetone; 4: Sonogashira coupling;
DOI:10.1039/c1cc10787a