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

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Chemical Name:1-(2-bromo-3-methoxyphenyl)-2-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidine
CAS No.:1421689-36-2
Molecular Formula:C₂₂H₃₄BrNO₂Si
Molecular Weight:452.507
Hs Code.:

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

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Chemical Property of 1-(2-bromo-3-methoxyphenyl)-2-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidine

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Technology Process of 1-(2-bromo-3-methoxyphenyl)-2-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidine

There total 4 articles about 1-(2-bromo-3-methoxyphenyl)-2-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidine 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: 81.0%

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

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

Guidance literature:: 1-(2-bromo-3-methoxyphenyl)-4-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-3,3-dimethylazetidin-2-one; With aluminum (III) chloride; lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

With ethylenediaminetetraacetic acid; In tetrahydrofuran; water; for 0.5h; Inert atmosphere;
DOI:10.1021/ol303518n

Reference yield:

: 112970-44-2
2-bromo-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 3 steps

1.1: benzene / 3 h / Reflux; Inert atmosphere; Dean-Stark

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

2.2: 20 °C / Inert atmosphere

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

3.2: 0.5 h / Inert atmosphere

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

Reference yield:

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

: 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 3 steps

1.1: benzene / 3 h / Reflux; Inert atmosphere; Dean-Stark

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

2.2: 20 °C / Inert atmosphere

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

3.2: 0.5 h / Inert atmosphere

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