(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

Base Information

Chemical Name:(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline
CAS No.:1421689-91-9
Molecular Formula:C₁₈H₂₆BrNO₂Si
Molecular Weight:396.399
Hs Code.:

Synonyms:(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

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Technology Process of (E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

There total 1 articles about (E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline 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:

: 112970-44-2
2-bromo-3-methoxyaniline

: 127390-81-2
5-(tert-butyldimethylsilanyloxy)pent-2-ynal

: 1421689-91-9
(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

Guidance literature:: In benzene; for 3h; Reflux; Inert atmosphere; Dean-Stark;
DOI:10.1021/ol303518n

Reference yield: 78.0%

: 1421689-91-9
(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

: 97-62-1
Ethyl isobutyrate

: 1421689-95-3
1-(2-bromo-3-methoxyphenyl)-4-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidin-2-one

Guidance literature:: Ethyl isobutyrate; With n-butyllithium; diisopropylamine; In hexane; toluene; at -78 - 0 ℃; for 0.666667h; Inert atmosphere;

(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline; In hexane; toluene; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol303518n

Reference yield:

: 1421689-91-9
(E)-2-bromo-N-(5-((tert-butyldimethylsilyl)oxy)pent-2-yn-1-ylidene)-3-methoxyaniline

: 1421689-36-2
1-(2-bromo-3-methoxyphenyl)-2-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / hexane; toluene / 0.67 h / -78 - 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0.5 h / Inert atmosphere

With aluminum (III) chloride; lithium aluminium tetrahydride; n-butyllithium; diisopropylamine; In diethyl ether; hexane; toluene;
DOI:10.1021/ol303518n