(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

Base Information

Chemical Name:(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol
CAS No.:1446121-40-9
Molecular Formula:C₁₆H₂₇FO₂Si
Molecular Weight:298.473
Hs Code.:

Synonyms:(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

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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,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

Chemical Property:

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Technology Process of (2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

There total 3 articles about (2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol 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: 78.0%

: 1446121-33-0
(S)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropanoyl)oxazolidin-2-one

: 1446121-40-9
(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; ethanol; at 0 ℃; for 1h;
DOI:10.1021/ol401458d

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1446121-40-9
(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; magnesium chloride; chloro-trimethyl-silane / ethyl acetate / 36 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / -78 °C / Inert atmosphere

3: lithium borohydride / tetrahydrofuran; ethanol / 1 h / 0 °C

With lithium borohydride; chloro-trimethyl-silane; triethylamine; N-ethyl-N,N-diisopropylamine; magnesium chloride; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/ol401458d

Reference yield:

: 1446121-28-3
(S)-4-benzyl-3-((2R,3S)-3-(4-fluorophenyl)-3-hydroxy-2-methylpropanoyl)oxazolidin-2-one

: 1446121-40-9
(2S,3S)-3-(tert-butyldimethylsilyloxy)-3-(4-fluorophenyl)-2-methylpropan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / -78 °C / Inert atmosphere

2: lithium borohydride / tetrahydrofuran; ethanol / 1 h / 0 °C

With lithium borohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol401458d