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

Base Information

Chemical Name:(+)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene)
CAS No.:1393670-98-8
Molecular Formula:C₂₂H₁₈O₂
Molecular Weight:314.384
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene)

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Technology Process of (+)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methylprop-2-yn-1-yl]oxy}benzene)

There total 4 articles about (+)-1,1'-ethyne-1,2-diylbis(2-{[(1R)-1-methylprop-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: 95.0%

: 1393670-97-7
(-)-{ethyne-1,2-diylbis[benzene-2,1-diyloxy(3R)but-1-yne-3,1-diyl]}bis[tris(1-methylethyl)silane]

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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/anie.201108307

Reference yield:

: 533-58-4
2-Iodophenol

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 1393670-96-6
(+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

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

Guidance literature:: Multi-step reaction with 2 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

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