(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal

Base Information

• Chemical Name: (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal
• CAS No.: 736156-60-8
• Molecular Formula: C₂₄H₃₁IO₂Si
• Molecular Weight: 506.499
• Mol file: 736156-60-8.mol

Synonyms:(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal

Chemical Property of (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal

There total 2 articles about (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal 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: 100.0%

(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol (886580-26-3) → (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal (736156-60-8)

Guidance literature:

With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2005.12.040

Reference yield:

2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]deca-3,9-diyn-1-ol → (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal (736156-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; morpholine / toluene / 18 h / 60 °C

2: 100 percent / pyridinium dichromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / 20 °C

With morpholine; dipyridinium dichromate; 4 A molecular sieve; iodine; In dichloromethane; toluene;

DOI:10.1016/j.bmc.2005.12.040

Reference yield: 24.0%

(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diynal (736156-60-8) → (E)-4-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]cyclodeca-1,5-diyn-3-ol (736156-53-9)

Guidance literature:

With chromium dichloride; nickel dichloride; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1016/j.bmc.2005.12.040

upstream raw materials:

(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol

Downstream raw materials:

(E)-4-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]cyclodeca-1,5-diyn-3-ol

(E)-3-acetoxy-4-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]cyclodeca-1,5-diyne

(E)-4-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-3-(methoxyacetoxy)cyclodeca-1,5-diyne