4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

Base Information

Chemical Name:4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether
CAS No.:158951-94-1
Molecular Formula:C₂₀H₂₆O₂Si
Molecular Weight:326.511
Hs Code.:

Synonyms:4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

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Chemical Property of 4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

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Technology Process of 4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

There total 5 articles about 4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether 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: 75.0%

: 185903-41-7
1-[4-(tert-Butyl-dimethyl-silanyloxy)-1-vinyloxy-but-2-ynyl]-2-trimethylsilanylethynyl-benzene

: 158951-94-1
4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

Guidance literature:: With potassium carbonate; In methanol; for 2h; Ambient temperature;
DOI:10.1021/jo961049j

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 158951-94-1
4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

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: 50 percent / Hg(OAc)2 / 48 h / 40 °C

4: 75 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

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

Reference yield:

: 5159-41-1
2-iodobenzyl alcohol

: 158951-94-1
4-((tert-butyldimethylsilyl)oxy)-1-(2-ethynylphenyl)-2-butynyl 1-vinyl ether

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: 50 percent / Hg(OAc)2 / 48 h / 40 °C

5: 75 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

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