(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

Base Information

Chemical Name:(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol
CAS No.:114972-44-0
Molecular Formula:C₁₈H₃₂O₃Si
Molecular Weight:324.536
Hs Code.:

Synonyms:(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-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)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

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Technology Process of (2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

There total 4 articles about (2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-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: 95.0%

: 86990-89-8
(2S,3S)-4-(benzyloxy)-2-methylbutane-1,3-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 114972-44-0
(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetlet.2017.05.034

Reference yield:

: 78513-15-2
<2R-(2β,3α)>-3-<(phenylmethoxy)methyl>oxiranemethanol

: 114972-44-0
(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) iodide / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

1.2: 3 h / -40 - 0 °C / Inert atmosphere

1.3: 1 h / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; In diethyl ether; dichloromethane;
DOI:10.1055/s-0033-1340083

Reference yield:

: 69152-88-1,81028-03-7,80885-30-9
4-(benzyloxy)-2-buten-1-ol

: 114972-44-0
(2S,3S)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methylbutan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -24 °C / Inert atmosphere; Molecular sieve

1.2: 24 h / -24 °C / Inert atmosphere; Molecular sieve

2.1: copper(l) iodide / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

2.2: 3 h / -40 - 0 °C / Inert atmosphere

2.3: 1 h / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate; In diethyl ether; dichloromethane; 1.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1055/s-0033-1340083