trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester
CAS No.:856242-91-6
Molecular Formula:C₁₈H₂₃F₃O₃SSi
Molecular Weight:404.526
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

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Chemical Property of trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

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Technology Process of trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

There total 5 articles about trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl 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:

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 856242-91-6
trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96.3 percent / Pd(PPh₃)4; BHT / toluene / 12 h / 80 °C

2.1: LiTMP / tetrahydrofuran / 0.17 h / -78 °C

2.2: MeLi / tetrahydrofuran; diethyl ether / 3 h / 4 °C

2.3: 762 mg / tetrahydrofuran; diethyl ether / 14 h / -78 - 4 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; toluene; 1.1: Stille coupling;
DOI:10.1021/ja0305407

Reference yield:

: 71838-16-9
3-bromo-4-iodotoluene

: 856242-91-6
trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89.3 percent / 4 A molecular sieves; NaHCO₃; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 4 h / 60 °C

2.1: 93.7 percent / (CuOTf)2*C₆H₆; chiral phosphine catalyst / toluene / 48 h / -15 °C

3.1: 96.3 percent / Pd(PPh₃)4; BHT / toluene / 12 h / 80 °C

4.1: LiTMP / tetrahydrofuran / 0.17 h / -78 °C

4.2: MeLi / tetrahydrofuran; diethyl ether / 3 h / 4 °C

4.3: 762 mg / tetrahydrofuran; diethyl ether / 14 h / -78 - 4 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) trifluoromethanesulfonate benzene; 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; chiral phosphine catalyst; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: Heck coupling / 3.1: Stille coupling;
DOI:10.1021/ja0305407

Reference yield:

: 75-77-4
chloro-trimethyl-silane

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 652994-22-4
4-[4-methyl-2-(trimethylsilanylethynyl)phenyl]pentan-2-one

: 856242-91-6
trifluoromethanesulfonic acid 1-{2-[4-methyl-2-(trimethylsilanylethynyl)phenyl]propyl}vinyl ester

Guidance literature:: chloro-trimethyl-silane; 4-[4-methyl-2-(trimethylsilanylethynyl)phenyl]pentan-2-one; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃; for 0.166667h;

With methyllithium; In tetrahydrofuran; diethyl ether; at 4 ℃; for 3h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; diethyl ether; at -78 - 4 ℃; for 14h;
DOI:10.1021/ja0305407