2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

Base Information

Chemical Name:2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde
CAS No.:276880-05-8
Molecular Formula:C₂₆H₃₀O₄Si
Molecular Weight:434.607
Hs Code.:

Synonyms:2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

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Chemical Property of 2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

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Technology Process of 2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

There total 6 articles about 2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde 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: 92.0%

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 276880-04-7
2-bromo-1,3-dimethoxy-5-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzene

: 276880-05-8
2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

Guidance literature:: 2-bromo-1,3-dimethoxy-5-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzene; With tert.-butyl lithium; In diethyl ether; at -78 ℃;

N,N-dimethyl-formamide; In diethyl ether; at -78 - 20 ℃;
DOI:10.1021/ja000429q

Reference yield: 58.0%

: 115130-81-9
(1,1-dimethylethyl)diphenylsilyl 3,5-dimethoxybenzyl ether

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 276880-05-8
2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

Guidance literature:: (1,1-dimethylethyl)diphenylsilyl 3,5-dimethoxybenzyl ether; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/chem.201102192

Reference yield:

: 61367-62-2
(4-bromo-3,5-dimethoxyphenyl)methanol

: 276880-05-8
2,6-dimethoxy-4-[(1,1-dimethylethyl)diphenylsilyloxymethyl]benzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / -20 - 20 °C

2.1: t-BuLi / ethanol; pentane / 0.5 h / -78 °C

2.2: 92 percent / ethanol; pentane / -78 - 20 °C

With dmap; tert.-butyl lithium; triethylamine; In ethanol; dichloromethane; pentane; 1.1: sililation / 2.1: Metallation / 2.2: Formylation;
DOI:10.1021/ja000429q