(E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate

Base Information

• Chemical Name: (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate
• CAS No.: 229471-35-6
• Molecular Formula: C₁₉H₃₀O₄Si
• Molecular Weight: 350.53

Synonyms:(E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate

Chemical Property of (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate

Chemical Property:

Purity/Quality:

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Technology Process of (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate

There total 2 articles about (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate 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%

methyl chloroformate (79-22-1) + (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-en-1-ol (229471-34-5) → (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate (229471-35-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0957-4166(99)00077-4

Reference yield:

ethyl 5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enoate → (E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate (229471-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / dibal / toluene / 2 h / -78 °C

2: 92 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; dmap; diisobutylaluminium hydride; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(99)00077-4

Reference yield: 84.0%

(E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-enyl methyl carbonate (229471-35-6) → (E)-5-(2-hydroxyphenyl)pent-2-enyl methyl carbonate (229471-36-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0957-4166(99)00077-4

upstream raw materials:

methyl chloroformate

(E)-5-<2-<(tert-butyldimethylsilyl)oxy>phenyl>pent-2-en-1-ol

Downstream raw materials:

(E)-5-(2-hydroxyphenyl)pent-2-enyl methyl carbonate

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