tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane

Base Information

• Chemical Name: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane
• CAS No.: 1026328-70-0
• Molecular Formula: C₁₅H₂₄O₄SSi
• Molecular Weight: 328.505

Synonyms:tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane

Chemical Property of tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane

Chemical Property:

Purity/Quality:

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Technology Process of tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane

There total 5 articles about tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane 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:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ4-[1,3,2]dioxathiolan-4-ylmethoxy)-silane (1026328-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

2: 89 percent / AD-mix-β, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 5 °C

3: Et₃N, SOCl₂ / CH₂Cl₂ / 0.17 h

With dmap; thionyl chloride; methanesulfonamide; AD-mix-β; triethylamine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo00088a045

Reference yield:

(1R,2R)-1-<(tert-Butyldimethylsilyl)oxy>-1-phenylpropane-1,2-diol (155930-88-4) → tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ4-[1,3,2]dioxathiolan-4-ylmethoxy)-silane (1026328-70-0)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; for 0.166667h;

DOI:10.1021/jo00088a045

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ4-[1,3,2]dioxathiolan-4-ylmethoxy)-silane (1026328-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

2: 89 percent / AD-mix-β, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 5 °C

3: Et₃N, SOCl₂ / CH₂Cl₂ / 0.17 h

With dmap; thionyl chloride; methanesulfonamide; AD-mix-β; triethylamine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo00088a045

upstream raw materials:

(1R,2R)-1-<(tert-Butyldimethylsilyl)oxy>-1-phenylpropane-1,2-diol

1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene

tert-butyldimethylsilyl chloride

(2E)-3-phenyl-2-propen-1-ol

Downstream raw materials:

(1R,2R)-1-Phenyl-3-(phenylthio)propane-1,2-diol

N-[(2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide

(S,S)-reboxetine

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