1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

Base Information

Chemical Name:1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene
CAS No.:1186197-51-2
Molecular Formula:C₂₃H₃₉NO₄Si
Molecular Weight:421.652
Hs Code.:

Synonyms:1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

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Chemical Property of 1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

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Technology Process of 1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

There total 3 articles about 1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene 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: 93.0%

: (2-iodo-4-methoxy-phenyl)-methyl-carbamic acid tert-butyl ester

: 82511-02-2
((3-bromobut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1186197-51-2
1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

Guidance literature:: ((3-bromobut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h; Inert atmosphere;

(2-iodo-4-methoxy-phenyl)-methyl-carbamic acid tert-butyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 16h; Reflux; Inert atmosphere;
DOI:10.1039/b907210a

Reference yield: 56.0%

: (2-iodo-4-methoxy-phenyl)-methyl-carbamic acid tert-butyl ester

: 186047-60-9
tert-butyldimethyl(3-(tributylstannyl)but-3-enyloxy)silane

: 1186197-51-2
1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃;
DOI:10.1055/s-0029-1216826

Reference yield:

: 157496-75-8
tert-butyl (2-iodo-4-methoxyphenyl)carbamate

: 1186197-51-2
1-[(tert-butoxycarbonyl)(methyl)amino]-2-[4-(tert-butyldimethylsiloxy)but-1-en-2-yl]-4-methoxybenzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 0.25 h / 0 °C / Inert atmosphere

2.3: 16 h / Reflux; Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/b907210a