((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

Base Information

Chemical Name:((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane
CAS No.:1578204-69-9
Molecular Formula:C₁₈H₂₇BrO₄Si
Molecular Weight:415.399
Hs Code.:

Synonyms:((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

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Chemical Property of ((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

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Technology Process of ((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

There total 1 articles about ((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane 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: 52.0%

: 866535-71-9
5-bromo-3-methoxy-2-(methoxymethyloxy)benzaldehyde

: 1066-26-8
sodium acetylide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1578204-69-9
((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

Guidance literature:: 5-bromo-3-methoxy-2-(methoxymethyloxy)benzaldehyde; sodium acetylide; In tetrahydrofuran; toluene; for 2h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; toluene;
DOI:10.1021/ol5002945

Reference yield: 54.0%

: 1578204-69-9
((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

: 87184-81-4
4-(tert-butyldimethylsilanyloxy)butanal

: 1578204-71-3
1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)-1,7-bis(tert-butyldimethylsiloxy)hept-2-yn-4-ol

Guidance literature:: ((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1.33333h;

4-(tert-butyldimethylsilanyloxy)butanal; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1021/ol5002945

Reference yield:

: 1578204-69-9
((1-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)prop-2-yn-1-yl)oxy)(tertbutyl)dimethylsilane

: 1578204-79-1
4-(benzyloxy)-7-(5-bromo-3-methoxy-2-(methoxymethoxy)phenyl)-7-oxohept-5-ynal

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 °C

1.2: 1 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 5 h / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.25 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.25 h / -78 °C

4.2: 0.5 h / -78 - 20 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1021/ol5002945