trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester
CAS No.:866041-52-3
Molecular Formula:C₁₉H₁₉F₆NO₅S₃Si
Molecular Weight:579.637
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

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Chemical Property of trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

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Technology Process of trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

There total 6 articles about trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester 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: 85.0%

: 866041-69-2
2-[(3-thiophen-3-ylprop-2-ynylamino)methyl]-6-(trimethylsilyl)phenol

: 358-23-6
trifluoromethylsulfonic anhydride

: 866041-52-3
trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ol051372l

Reference yield:

: 866041-35-2
2-[(prop-2-ynylamino)methyl]-6-(trimethylsilyl)phenol

: 866041-52-3
trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / 1.5 h / 80 °C

2: 85 percent / (i-Pr₂)NEt / CH₂Cl₂ / 1 h / -78 °C

With piperidine; copper(l) iodide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; 1: Sonogashira cross-coupling;
DOI:10.1021/ol051372l

Reference yield:

: 824-91-9
O-methoxymethylphenol

: 866041-52-3
trifluoromethanesulfonic acid 2-{[(3-thiophen-3-ylprop-2-ynyl)trifluoromethanesulfonylamino]methyl}-6-(trimethylsilyl)phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C

1.2: tetrahydrofuran; hexane / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C

2.2: 87 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 97 percent / NaI; HCl / acetone; H₂O / 0.75 h / 55 °C

4.1: molecular sieves 3 Angstroem / methanol / 0.5 h / 20 °C

4.2: 83 percent / NaBH₄ / methanol / 1 h / 0 °C

5.1: 61 percent / CuI; piperidine / (Ph₃P)2PdCl₂ / 1.5 h / 80 °C

6.1: 85 percent / (i-Pr₂)NEt / CH₂Cl₂ / 1 h / -78 °C

With piperidine; hydrogenchloride; copper(l) iodide; n-butyllithium; 3 A molecular sieve; N-ethyl-N,N-diisopropylamine; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; 5.1: Sonogashira cross-coupling;
DOI:10.1021/ol051372l