1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

Base Information

Chemical Name:1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol
CAS No.:914933-64-5
Molecular Formula:C₂₁H₃₆O₆Si
Molecular Weight:412.599
Hs Code.:

1-[4-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

Synonyms:1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

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Chemical Property of 1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

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Technology Process of 1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

There total 5 articles about 1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol 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: 67.0%

: 914933-63-4
((4-bromo-3,5-dimethoxybenzyl)oxy)(tert-butyl)dimethylsilane

: 18871-63-1
3,3-ethylenedioxybutanal

: 914933-64-5
1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃;
DOI:10.1021/ol0617291

Reference yield:

: 56518-42-4
4-bromo-3,5-dimethoxybenzoic acid

: 914933-64-5
1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / BH₃*SMe₂ / tetrahydrofuran / 40 °C

2: 100 percent / imidazole; 4-DMAP / CH₂Cl₂ / 20 °C

3: 67 percent / t-BuLi / pentane; tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; dmap; dimethylsulfide borane complex; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ol0617291

Reference yield:

: 5754-32-5
2-(2-methyl-1,3-dioxolan-2-yl)ethanol

: 914933-64-5
1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-(2-methyl-[1,3]dioxolan-2-yl)-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.75 h / -78 - -20 °C

2: 67 percent / t-BuLi / pentane; tetrahydrofuran / -78 - 20 °C

With oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ol0617291