(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

Base Information

Chemical Name:(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane
CAS No.:203380-46-5
Molecular Formula:C₁₇H₂₉BrO₂Si
Molecular Weight:373.406
Hs Code.:

Synonyms:(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

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Technology Process of (2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

There total 6 articles about (2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 203380-45-4
(2S)-(2'-bromo-5'-methoxyphenyl)-2-methylpropan-1-ol

: 203380-46-5
(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 25 ℃; for 1h;

Reference yield:

: 66192-25-4
2-bromo-5-methoxybenzyl chloride

: 203380-46-5
(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

Guidance literature:: Multi-step reaction with 4 steps

1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 6.5 h / 0 - 2 °C

2: aq. HCl / dioxane / 2 h / Heating

3: NaBH₄; BF₃*Et₂O / tetrahydrofuran / 20 - 30 °C

4: imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 1: Alkylation / 2: Hydrolysis / 3: Reduction / 4: silylation;
DOI:10.1021/jo991292t

Reference yield:

: 150192-39-5
2-Bromo-5-methoxybenzyl alcohol

: 203380-46-5
(2S)-3-(2-bromo-5-methoxyphenyl)-1-(tert-butyldimethylsiloxy)-2-methylpropane

Guidance literature:: Multi-step reaction with 5 steps

1: 93 g / thionyl chloride / dimethylformamide / 1 h / 5 °C

2: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 6.5 h / 0 - 2 °C

3: aq. HCl / dioxane / 2 h / Heating

4: NaBH₄; BF₃*Et₂O / tetrahydrofuran / 20 - 30 °C

5: imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; boron trifluoride diethyl etherate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 1: Chlorination / 2: Alkylation / 3: Hydrolysis / 4: Reduction / 5: silylation;
DOI:10.1021/jo991292t