(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

Base Information

Chemical Name:(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide
CAS No.:157406-32-1
Molecular Formula:C₃₀H₃₃O₂PSi
Molecular Weight:484.65
Hs Code.:

Synonyms:(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

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Chemical Property of (4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

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Technology Process of (4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

There total 5 articles about (4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide 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%

: 1079-66-9,74391-44-9
chloro-diphenylphosphine

: 157406-29-6
4-((tert-butyldimethylsilyl)oxy)-1-(2-ethylphenyl)but-2-yn-1-ol

: 157406-32-1
(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

Guidance literature:: With triethylamine; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(00)77047-X

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 157406-32-1
(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexanes, -20 deg C, 30 min, 2.) THF, room temperature, overnight

2: 92 percent / Pd(PPh₃)2Cl₂, Et₃N, CuI / tetrahydrofuran / 12 h / Ambient temperature

3: 97 percent / K₂CO₃ / methanol / 2 h

4: 98 percent / Et₃N / tetrahydrofuran / 2 h / -78 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; potassium carbonate; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo961049j

Reference yield:

: 5159-41-1
2-iodobenzyl alcohol

: 157406-32-1
(4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-1,2-butadien-3-yl)diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / pyridinium chloroformate / CH₂Cl₂ / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexanes, -20 deg C, 30 min, 2.) THF, room temperature, overnight

3: 92 percent / Pd(PPh₃)2Cl₂, Et₃N, CuI / tetrahydrofuran / 12 h / Ambient temperature

4: 97 percent / K₂CO₃ / methanol / 2 h

5: 98 percent / Et₃N / tetrahydrofuran / 2 h / -78 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; pyridinium chloroformate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo961049j