(2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate

Base Information

• Chemical Name: (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate
• CAS No.: 1325653-69-7
• Molecular Formula: C₂₅H₃₈O₄SSi₂
• Molecular Weight: 490.811

Synonyms:(2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate

Chemical Property of (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate

Chemical Property:

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Technology Process of (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate

There total 3 articles about (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate 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: 92.0%

chloro-trimethyl-silane (75-77-4) + C22H30O4SSi (1350890-03-7) → (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate (1325653-69-7)

Guidance literature:

With pyridine; In tetrahydrofuran; for 12h; Inert atmosphere;

DOI:10.1021/ol201863b

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate (1325653-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 72 h / 20 °C / Inert atmosphere

2: pyridine / tetrahydrofuran / 12 h / Inert atmosphere

With pyridine; dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol201863b

Reference yield:

C13H20O2Si (1325653-68-6) → (2R,3S)-3-(dimethyl(phenyl)silyl)-2-((trimethylsilyl)oxy)pent-4-en-1-yl 2,4,6-trimethylbenzenesulfonate (1325653-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 72 h / 20 °C / Inert atmosphere

2: pyridine / tetrahydrofuran / 12 h / Inert atmosphere

With pyridine; dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol201863b

upstream raw materials:

2-mesitylenesulphonyl chloride

chloro-trimethyl-silane

C₂₂H₃₀O₄SSi

C₁₃H₂₀O₂Si

Downstream raw materials:

((2S,6S)-6-(3-(2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)propyl)-5,6-dihydro-2H-pyran-2-yl)methyl 2,4,6-trimethylbenzenesulfonate

benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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