(E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one

Base Information

• Chemical Name: (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one
• CAS No.: 914604-18-5
• Molecular Formula: C₃₈H₄₄O₆Si
• Molecular Weight: 624.849
• Mol file: 914604-18-5.mol

Synonyms:(E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one

Chemical Property of (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one

There total 4 articles about (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one 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%

1-(2-benzyloxy-3,6-dimethoxyphenyl)-1-triethylsiloxybut-3-en-2-one (914604-17-4) + 1-benzyloxy-2-iodobenzene (142523-69-1) → (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one (914604-18-5)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1021/ol061932w

Reference yield:

1-(2-benzyloxy-3,6-dimethoxyphenyl)-1-hydroxybut-3-en-2-one (914604-10-7) → (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one (914604-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / iPr₂NEt / dimethylformamide / 2 h / 20 °C

2: 86 percent / NaHCO₃; TBACl / Pd(OAc)2 / dimethylformamide / 24 h / 60 °C

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate; In N,N-dimethyl-formamide; 2: Heck coupling reaction;

DOI:10.1021/ol061932w

Reference yield:

triethylsilyl chloride (994-30-9) → (E)-1-(2-benzyloxy-3,6-dimethoxyphenyl)-4-(2-benzyloxyphenyl)-1-triethylsilyloxybut-3-en-2-one (914604-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / iPr₂NEt / dimethylformamide / 2 h / 20 °C

2: 86 percent / NaHCO₃; TBACl / Pd(OAc)2 / dimethylformamide / 24 h / 60 °C

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate; In N,N-dimethyl-formamide; 2: Heck coupling reaction;

DOI:10.1021/ol061932w

upstream raw materials:

1-(2-benzyloxy-3,6-dimethoxyphenyl)-1-triethylsiloxybut-3-en-2-one

1-benzyloxy-2-iodobenzene

1-(2-benzyloxy-3,6-dimethoxyphenyl)-1-hydroxybut-3-en-2-one

triethylsilyl chloride