(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

Base Information

Chemical Name:(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane
CAS No.:1393671-26-5
Molecular Formula:C₄₀H₅₇BrO₂Si₂
Molecular Weight:705.966
Hs Code.:

Synonyms:(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

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Chemical Property of (-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

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Technology Process of (-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

There total 7 articles about (-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)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: 98.0%

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

: 1393671-25-4
C₁₉H₂₈BrIOSi

: 1393671-26-5
(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; at 0 - 20 ℃; for 13h; Inert atmosphere;
DOI:10.1002/anie.201108307

Reference yield:

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

: 1393671-26-5
(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

Guidance literature:: Multi-step reaction with 4 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 / 13 h / 0 - 20 °C / Inert atmosphere

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

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1393671-26-5
(-)-[(3R)-3-(2-{[5-bromo-2-({(1R)-1-methyl-3-[tris(1-methylethyl)silyl]prop-2-yn-1-yl}oxy)phenyl]ethynyl}phenoxy)but-1-yn-1-yl][tris(1-methylethyl)]silane

Guidance literature:: Multi-step reaction with 4 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 / 13 h / 0 - 20 °C / Inert atmosphere

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