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

Base Information

Chemical Name:(+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane
CAS No.:1393670-96-6
Molecular Formula:C₂₁H₃₀OSi
Molecular Weight:326.554
Hs Code.:

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

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Chemical Property of (+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

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Technology Process of (+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

There total 4 articles about (+)-[(3R)-3-(2-ethynylphenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane 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%

: 1393670-95-5
(+)-trimethyl{[2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}silane

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

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1002/anie.201108307

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 533-58-4
2-Iodophenol

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

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

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