(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

Base Information

Chemical Name:(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane
CAS No.:356787-08-1
Molecular Formula:C₄₀H₄₂O₃Si
Molecular Weight:598.857
Hs Code.:

Synonyms:(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

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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 (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

Chemical Property:

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Technology Process of (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

There total 5 articles about (2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane 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: 82.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 356787-07-0
(2R,3S)-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutan-2-ol

: 356787-08-1
(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0957-4166(01)00149-5

Reference yield:

: 62748-09-8
[(2R)-3,3-dimethyloxiran-2-yl]methanol

: 356787-08-1
(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

Guidance literature:: Multi-step reaction with 4 steps

1: 48.22 g / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

2: 91 percent / LDA / tetrahydrofuran; hexane / 6 h / -60 - 20 °C

3: 70 percent / titanium tetra-iso-propoxide; di-iso-propyl D-tartrate; t-butyl hydroperoxide / CH₂Cl₂ / -20 °C

4: 82 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diisopropyl-d₀ D-tartrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3: Sharpless asymmetric epoxidation;
DOI:10.1016/S0957-4166(01)00149-5

Reference yield:

: 556-82-1
3-methyl-2-buten-1-ol

: 356787-08-1
(2R,3S)-2-(tert-butyldiphenylsilyl)oxy-3,4-epoxy-3-methyl-1-(triphenylmethyl)oxybutane

Guidance literature:: Multi-step reaction with 5 steps

1: titanium tetra-iso-propoxide; diethyl D-tartrate; t-butyl hydroperoxide / CH₂Cl₂ / 2 h / -20 °C

2: 48.22 g / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3: 91 percent / LDA / tetrahydrofuran; hexane / 6 h / -60 - 20 °C

4: 70 percent / titanium tetra-iso-propoxide; di-iso-propyl D-tartrate; t-butyl hydroperoxide / CH₂Cl₂ / -20 °C

5: 82 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; diisopropyl-d₀ D-tartrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Sharpless asymmetric epoxidation / 4: Sharpless asymmetric epoxidation;
DOI:10.1016/S0957-4166(01)00149-5