6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

Base Information

Chemical Name:6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide
CAS No.:1352946-67-8
Molecular Formula:C₄₂H₅₄Br₂N₂O₄Si₂
Molecular Weight:866.881
Hs Code.:

Synonyms:6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

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Chemical Property of 6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

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Technology Process of 6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

There total 5 articles about 6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide 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: 72.0%

: 935-14-8
1,4-diethynylbenzene

: 1352946-66-7
5-bromo-N-(3-(tert-butyldimethylsilyloxy)propyl)-2-iodobenzamide

: 1352946-67-8
6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 50 ℃; for 6h; Inert atmosphere;
DOI:10.1002/anie.201105095

Reference yield:

: 115306-75-7
3-(tertbutyldimethylsiloxyl)propylamine

: 1352946-67-8
6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 6 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; 2: Sonogashira coupling;
DOI:10.1002/anie.201105095

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1352946-67-8
6,6'-(1,4-phenylenebis(ethyne-2,1-diyl))bis-(3-bromo-N-(3-tert-butyldimethylsilyloxy)propyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 6 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; 3: Sonogashira coupling;
DOI:10.1002/anie.201105095