(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

Base Information

Chemical Name:(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane
CAS No.:1415011-15-2
Molecular Formula:C₂₅H₂₃BrOSi
Molecular Weight:447.447
Hs Code.:

Synonyms:(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

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Chemical Property of (S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

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Technology Process of (S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

There total 4 articles about (S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane 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: 63.0%

: 1415011-14-1
6-bromo-1-((trimethylsilyl)ethynyl)naphthalen-2-ol

: 5876-76-6
(R)-4-phenylbut-3-yn-2-ol

: 1415011-15-2
(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c2cc35583c

Reference yield:

: 15231-91-1
6-bromo-naphthalen-2-ol

: 1415011-15-2
(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: sulfuric acid; potassium iodide; dihydrogen peroxide / methanol / 4 h

2: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; copper(l) iodide / 48 h / 25 °C

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; sulfuric acid; dihydrogen peroxide; diisopropylamine; triphenylphosphine; potassium iodide; In tetrahydrofuran; methanol; 2: |Sonogashira Cross-Coupling / 3: |Mitsunobu Displacement;
DOI:10.1039/c2cc35583c

Reference yield:

: 591-50-4
iodobenzene

: 1415011-15-2
(S)-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)trimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; copper(l) iodide / 2 h / 0 - 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-isopropyl azodicarboxylate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; 2: |Mitsunobu Displacement;
DOI:10.1039/c2cc35583c