(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

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Chemical Name:(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene
CAS No.:1393671-22-1
Molecular Formula:C₃₇H₃₂O₃
Molecular Weight:524.659
Hs Code.:

Synonyms:(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

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Chemical Property of (-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

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Technology Process of (-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

There total 9 articles about (-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene 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: 92.0%

: 624-31-7
4-tolyl iodide

: 1393671-20-9
(+)-4-methoxy-2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

: 1393671-22-1
(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1002/anie.201108307

Reference yield:

: 1393670-93-3
(+)-1-iodo-2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene

: 1393671-22-1
(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / 2 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / methanol / 2 h / 20 °C

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / 12 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / 1.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium carbonate; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; 2.1: Sonogashira coupling / 4.1: Sonogashira coupling / 6.1: Sonogashira coupling;
DOI:10.1002/anie.201108307

Reference yield:

: 1393671-15-2
(+)-1-iodo-4-methoxy-2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene

: 1393671-22-1
(-)-4-methoxy-2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-1-[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / 12 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / 1.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; 2.1: Sonogashira coupling / 4.1: Sonogashira coupling;
DOI:10.1002/anie.201108307