{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester
CAS No.:1038779-03-1
Molecular Formula:C₁₆H₂₂BrNO₂Si
Molecular Weight:368.346
Hs Code.:

Synonyms:{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

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Chemical Property of {4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

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Technology Process of {4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

There total 3 articles about {4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl 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: 88.0%

: 171513-04-5
4-bromo-2-iodo-N-(tert-butoxycarbonyl)aniline

: 1066-54-2
trimethylsilylacetylene

: 1038779-03-1
{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2008.03.025

Reference yield:

: 66416-72-6
4-bromo-2-iodoaniline

: 1038779-03-1
{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.75 h / 0 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: |Sonogashira Cross-Coupling;
DOI:10.1021/acs.orglett.6b00390

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1038779-03-1
{4-bromo-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.75 h / 0 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: |Sonogashira Cross-Coupling;
DOI:10.1021/acs.orglett.6b00390