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

Base Information

• Chemical Name: (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol
• CAS No.: 886580-26-3
• Molecular Formula: C₂₄H₃₃IO₂Si
• Molecular Weight: 508.515
• Mol file: 886580-26-3.mol

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

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

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-diyn-1-ol

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

2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]deca-3,9-diyn-1-ol → (E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol (886580-26-3) + (Z)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol

Guidance literature:

With morpholine; iodine; In toluene; at 60 ℃; for 18h;

DOI:10.1016/j.bmc.2005.12.040

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:

(E)-2-[2'-(tert-butyldimethylsilyloxy)-1'-phenylethylidene]-10-iododeca-3,9-diyn-1-ol (886580-26-3) → (E)-3-acetoxy-4-(2'-hydroxy-1'-phenylethylidene)cyclodeca-1,5-diyne

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridinium dichromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / 20 °C

2: 24 percent / CrCl₂; NiCl₂ / tetrahydrofuran / 8 h / 20 °C

3: 84 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.83 h / 20 °C

4: 92 percent / pyridinium 4-toluenesulfonate / methanol; H₂O / 16 h / 20 °C

With chromium dichloride; dmap; dipyridinium dichromate; 4 A molecular sieve; pyridinium p-toluenesulfonate; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; water; 2: Nozaki-Hiyama-Kishi reaction;

DOI:10.1016/j.bmc.2005.12.040

Downstream raw materials:

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

(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