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

Base Information

Chemical Name:2-{2-[3-bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane
CAS No.:914933-66-7
Molecular Formula:C₃₀H₅₅BrO₆Si₂
Molecular Weight:647.838
Hs Code.:

2-{2-[3-bromo-4-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane

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

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Chemical Property of 2-{2-[3-bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane

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Technology Process of 2-{2-[3-bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane

There total 8 articles about 2-{2-[3-bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane 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%

: 914933-65-6
2-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-2,6-dimethoxy-phenyl]-2-triisopropylsilanyloxy-ethyl}-2-methyl-[1,3]dioxolane

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

Guidance literature:: With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1021/ol0617291

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; dmap; N-Bromosuccinimide; dimethylsulfide borane complex; 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

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

Guidance literature:: Multi-step reaction with 4 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

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