3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan

Base Information

• Chemical Name: 3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan
• CAS No.: 154260-51-2
• Molecular Formula: C₃₁H₄₄O₃Si₂
• Molecular Weight: 520.86
• Mol file: 154260-51-2.mol

Synonyms:3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan

Chemical Property of 3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan

There total 1 articles about 3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan 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: 96.0%

triethylsilyl trifluoromethyl sulfonate (79271-56-0) + (E)-1-(tert-Butyl-diphenyl-silanyloxy)-5-furan-3-yl-pent-4-en-2-ol (148239-42-3) → 3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan (154260-51-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)60405-7

Reference yield: 98.0%

3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan (154260-51-2) → tert-Butyl-((2S,3R,5S)-3-iodo-2,3,4,5-tetrahydro-[2,3']bifuranyl-5-ylmethoxy)-diphenyl-silane

Guidance literature:

With iodine; potassium carbonate; triethylamine; In acetonitrile; tert-butyl alcohol; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)60405-7

Reference yield:

3-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-pent-1-enyl]-furan (154260-51-2) → tert-Butyl-[(2R,5S)-1-(2,5-dihydro-[2,3']bifuranyl-5-yl)methoxy]-diphenyl-silane

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / I₂, Et₃N, K₂CO₃ / acetonitrile; 2-methyl-propan-2-ol / 1 h / 0 °C

2: 97 percent / DBU / dimethylformamide / 90 °C

With iodine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)60405-7

upstream raw materials:

triethylsilyl trifluoromethyl sulfonate

(E)-1-(tert-Butyl-diphenyl-silanyloxy)-5-furan-3-yl-pent-4-en-2-ol