2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

Base Information

Chemical Name:2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne
CAS No.:185698-54-8
Molecular Formula:C₂₄H₃₂O₅Si
Molecular Weight:428.601
Hs Code.:

Synonyms:2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

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Chemical Property of 2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

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Technology Process of 2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

There total 11 articles about 2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne 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: 89.0%

: 203448-30-0
(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanone

: 18107-18-1
diazomethyl-trimethyl-silane

: 185698-54-8
2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

Guidance literature:: diazomethyl-trimethyl-silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanone; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1055/s-0030-1260248

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 185698-54-8
2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / imidazole / tetrahydrofuran / Ambient temperature

2: 1.) n-BuLi, 9-MeO-9-BBN / 2.) PdCl₂(dppf) / 1.) THF, hexane, -78 deg C to r.t., 2.) reflux, 15 h

With 1H-imidazole; n-butyllithium; 9-methoxy-9-BBN; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran;
DOI:10.1002/jlac.199619961224

Reference yield:

: 25016-01-7
5-bromo-2-methoxybenzaldehyde

: 185698-54-8
2-[3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl]-1-(3,4,5-trimethoxyphenyl)ethyne

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / MCPBA / CH₂Cl₂ / 48 h / Ambient temperature

2: 83 percent / imidazole / tetrahydrofuran / Ambient temperature

3: 1.) n-BuLi, 9-MeO-9-BBN / 2.) PdCl₂(dppf) / 1.) THF, hexane, -78 deg C to r.t., 2.) reflux, 15 h

With 1H-imidazole; n-butyllithium; 9-methoxy-9-BBN; 3-chloro-benzenecarboperoxoic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/jlac.199619961224