{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

Base Information

Chemical Name:{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol
CAS No.:914933-67-8
Molecular Formula:C₂₄H₄₁BrO₆Si
Molecular Weight:533.575
Hs Code.:

Synonyms:{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

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Chemical Property of {2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

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Technology Process of {2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

There total 9 articles about {2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol 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: 100.0%

: 914933-66-7
2-{2-[3-bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane

: 914933-67-8
{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.333333h;
DOI:10.1021/ol0617291

Reference yield:

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

: 914933-67-8
{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

Guidance literature:: Multi-step reaction with 6 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

4: 94 percent / imidazole; 4-DMAP / dimethylformamide / 20 °C

5: 100 percent / NBS / acetonitrile / 1.5 h / 20 °C

6: 100 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

With 1H-imidazole; dmap; N-Bromosuccinimide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1021/ol0617291

Reference yield:

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

: 914933-67-8
{2-bromo-3,5-dimethoxy-4-[2-(2-methyl-[1,3]dioxolan-2-yl)-1-triisopropylsilanyloxy-ethyl]-phenyl}-methanol

Guidance literature:: Multi-step reaction with 5 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

3: 94 percent / imidazole; 4-DMAP / dimethylformamide / 20 °C

4: 100 percent / NBS / acetonitrile / 1.5 h / 20 °C

5: 100 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

With 1H-imidazole; dmap; N-Bromosuccinimide; oxalyl dichloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1021/ol0617291