(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

Base Information

Chemical Name:(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)
CAS No.:1393670-99-9
Molecular Formula:C₃₆H₃₀O₂
Molecular Weight:494.633
Hs Code.:

Synonyms:(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

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Chemical Property of (-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

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Technology Process of (-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

There total 6 articles about (-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}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: 93.0%

: 624-31-7
4-tolyl iodide

: 1393670-98-8
(+)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene)

: 1393670-99-9
(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/anie.201108307

Reference yield:

: 1393670-94-4
(+)-[(3R)-3-(2-Iodophenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

: 1393670-99-9
(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran; 1: Sonogashira coupling;
DOI:10.1002/anie.201108307

Reference yield:

: 533-58-4
2-Iodophenol

: 1393670-99-9
(-)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}benzene)

Guidance literature:: Multi-step reaction with 5 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12.25 h / 0 - 20 °C / Inert atmosphere

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

2.2: 3 h / -78 - 20 °C / Inert atmosphere

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

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

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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; diisopropylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.1: Mitsunobu reaction / 3.1: Sonogashira coupling;
DOI:10.1002/anie.201108307