(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

Base Information

Chemical Name:(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol
CAS No.:943329-75-7
Molecular Formula:C₁₈H₃₀O₄Si
Molecular Weight:338.519
Hs Code.:

Synonyms:(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

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Chemical Property of (1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

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Technology Process of (1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

There total 6 articles about (1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol 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: 87.0%

: 943329-74-6
(3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylenebutan-3-ol

: 943329-75-7
(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

Guidance literature:: (3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylenebutan-3-ol; With 4-Angstroem MS; bis(acetylacetonato)oxovanadium(IV); In dichloromethane; at 0 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In dichloromethane; at 20 ℃; for 20h; Further stages.;
DOI:10.1055/s-2007-965967

Reference yield:

: 943329-73-5
(3S)-4-(benzyloxy)-2-methylenebutane-1,3-diol

: 943329-75-7
(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / imidazole / tetrahydrofuran / 0 - 20 °C

2.1: 4-Angstroem MS / bis(acetylacetonato)oxovanadium(IV) / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 87 percent / tert-butyl hydroperoxide / CH₂Cl₂ / 20 h / 20 °C

With 1H-imidazole; 4-Angstroem MS; bis(acetylacetonato)oxovanadium(IV); In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2007-965967

Reference yield:

: 943329-72-4
(4S)-4-[(benzyloxy)methyl]-2,2-dimethyl-5-methylene-1,3-dioxane

: 943329-75-7
(1R)-2-(benzyloxy)-1-[(2R)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / DOWEX^TM 50X₂-200 / methanol / 3 h / 20 °C

2.1: 90 percent / imidazole / tetrahydrofuran / 0 - 20 °C

3.1: 4-Angstroem MS / bis(acetylacetonato)oxovanadium(IV) / CH₂Cl₂ / 0.17 h / 0 °C

3.2: 87 percent / tert-butyl hydroperoxide / CH₂Cl₂ / 20 h / 20 °C

With 1H-imidazole; 4-Angstroem MS; bis(acetylacetonato)oxovanadium(IV); In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2007-965967