3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one

Base Information

• Chemical Name: 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one
• CAS No.: 161945-61-5
• Molecular Formula: C₄₀H₅₄O₅Si
• Molecular Weight: 642.951
• Mol file: 161945-61-5.mol

Synonyms:3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one

Chemical Property of 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one

There total 7 articles about 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-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: 53.0%

carbon monoxide (201230-82-2) + (Z)-6-(tert-Butyl-diphenyl-silanyloxy)-4-iodo-15-(4-methoxy-benzyloxy)-pentadec-3-en-2-ol → 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one (161945-61-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; hydrazine; In tetrahydrofuran; triethylamine; at 35 - 40 ℃;

DOI:10.1016/S0040-4039(00)78332-8

Reference yield:

2-[9-(4-methoxybenzyloxy)nonyl]oxirane (161945-34-2) → 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one (161945-61-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / 1.) n-BuLi; 2.) BF₃*OEt₂ / tetrahydrofuran / -78 °C

2: 78 percent / imidazole / dimethylformamide / 4 h / 45 °C

3: 100 percent / pyridinium p-toluenesulfonate / ethanol / 55 °C

4: 1.) sodium bis(2-methoxyethoxy)aluminum hydride; 3.) I₂ / 1.) THF, toluene; 2.) ethylacetate, 0 deg C; 3.) -78 deg C

5: 53 percent / (Ph₃P)2PdCl₂, NH₂NH₂, K₂CO₃ / triethylamine; tetrahydrofuran / 35 - 40 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; boron trifluoride diethyl etherate; iodine; pyridinium p-toluenesulfonate; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; hydrazine; In tetrahydrofuran; ethanol; triethylamine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)78332-8

Reference yield:

2-(tert-Butyl-dimethyl-silanyloxy)-15-(4-methoxy-benzyloxy)-pentadec-3-yn-6-ol (161945-38-6) → 3-[2-(tert-Butyl-diphenyl-silanyloxy)-11-(4-methoxy-benzyloxy)-undecyl]-5-methyl-5H-furan-2-one (161945-61-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / imidazole / dimethylformamide / 4 h / 45 °C

2: 100 percent / pyridinium p-toluenesulfonate / ethanol / 55 °C

3: 1.) sodium bis(2-methoxyethoxy)aluminum hydride; 3.) I₂ / 1.) THF, toluene; 2.) ethylacetate, 0 deg C; 3.) -78 deg C

4: 53 percent / (Ph₃P)2PdCl₂, NH₂NH₂, K₂CO₃ / triethylamine; tetrahydrofuran / 35 - 40 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; iodine; pyridinium p-toluenesulfonate; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; hydrazine; In tetrahydrofuran; ethanol; triethylamine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)78332-8

upstream raw materials:

carbon monoxide

2-[9-(4-methoxybenzyloxy)nonyl]oxirane

2-(tert-Butyl-dimethyl-silanyloxy)-15-(4-methoxy-benzyloxy)-pentadec-3-yn-6-ol

15-(4-Methoxy-benzyloxy)-2-(tetrahydro-pyran-2-yloxy)-pentadec-3-yn-6-ol