(E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol

Base Information

• Chemical Name: (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol
• CAS No.: 783332-96-7
• Molecular Formula: C₁₈H₃₀O₂Si
• Molecular Weight: 306.521
• Mol file: 783332-96-7.mol

Synonyms:(E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol

Chemical Property of (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol

There total 1 articles about (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol 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: 86.0%

5-[2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-pent-2-enoic acid methyl ester → (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol (783332-96-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h;

DOI:10.1021/ja048078t

Reference yield: 91.0%

methyl chloroformate (79-22-1) + (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol (783332-96-7) → (E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-enyl methyl carbonate (783332-95-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja048078t

Reference yield:

(E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-en-1-ol (783332-96-7) → (E)-5-(2-hydroxy-5-methylphenyl)pent-2-enyl methyl carbonate (593251-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DMAP; pyridine / CH₂Cl₂ / 24 h / 20 °C

2: 93 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja048078t

Downstream raw materials:

(E)-5-(2-tert-butyldimethylsiloxy-5-methylphenyl)pent-2-enyl methyl carbonate

(E)-5-(2-hydroxy-5-methylphenyl)pent-2-enyl methyl carbonate