(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

Base Information

Chemical Name:(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane
CAS No.:121174-12-7
Molecular Formula:C₁₇H₂₈O₂Si
Molecular Weight:292.494
Hs Code.:

Synonyms:(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

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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)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

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Technology Process of (+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

There total 5 articles about (+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane 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: 65.0%

: 117326-73-5
(-)-(2R,3R)-2,3-epoxy-1-(tert-butyldimethylsiloxy)-2-methyl-4-phenyl-3-(p-tolylsulfinyl)butane

: 121174-12-7
(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -100 ℃; for 0.00138889h;
DOI:10.1021/jo00274a032

Reference yield:

: 3277-89-2
phenethylmagnesium bromide

: 121174-12-7
(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / toluene / -60 - -20 °C

2: K₂CO₃, N-chlorosuccinimide (NCS) / CH₂Cl₂ / 43 h / Ambient temperature

3: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 50 min

4: 35 percent / KOH / methanol; H₂O / 0.42 h / Ambient temperature

5: 65 percent / n-BuLi / tetrahydrofuran / 0 h / -100 °C

With potassium hydroxide; N-chloro-succinimide; n-butyllithium; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/jo00274a032

Reference yield:

: 118271-35-5
(R_S)-2-phenylethyl p-tolyl sulfoxide

: 121174-12-7
(+)-(2S,3S)-2,3-epoxy-3-methyl-1-phenyl-4-(tert-butyldimethylsiloxy)butane

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃, N-chlorosuccinimide (NCS) / CH₂Cl₂ / 43 h / Ambient temperature

2: 1.) lithium diisopropylamide (LDA) / 1.) THF, -78 deg C, 50 min

3: 35 percent / KOH / methanol; H₂O / 0.42 h / Ambient temperature

4: 65 percent / n-BuLi / tetrahydrofuran / 0 h / -100 °C

With potassium hydroxide; N-chloro-succinimide; n-butyllithium; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00274a032