(E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane

Base Information

• Chemical Name: (E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane
• CAS No.: 1283735-40-9
• Molecular Formula: C₁₇H₂₇IOSi
• Molecular Weight: 402.391
• Mol file: 1283735-40-9.mol

Synonyms:(E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane

Chemical Property of (E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane

There total 1 articles about (E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane 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: 65.0%

tert-butyldimethyl((5-phenylpent-4-yn-1-yl)oxy)silane (473594-53-5) → (E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane (1283735-40-9)

Guidance literature:

tert-butyldimethyl((5-phenylpent-4-yn-1-yl)oxy)silane; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With iodine; In dichloromethane; at 0 - 20 ℃; for 0.5h; stereoselective reaction;

DOI:10.1002/chem.201200647

Reference yield: 86.0%

(E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane (1283735-40-9) + (4-ethoxy-4-oxobutyl)zinc(II) bromide (151073-69-7) → (Z)-ethyl 9-((tert-butyldimethylsilyl)oxy)-5-phenylnon-5-enoate

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/chem.201200647

Reference yield: 84.0%

(E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane (1283735-40-9) + benzaldehyde (100-52-7) → (E)-6-(tert-butyldimethylsilyloxy)-1,2-diphenylhex-2-en-1-ol (1283735-57-8)

Guidance literature:

(E)-tert-butyl((5-iodo-5-phenylpent-4-en-1-yl)oxy)dimethylsilane; With diethylzinc; lithium pentane-2,4-dionate; In 1-methyl-pyrrolidin-2-one; at 0 ℃; for 6h; Inert atmosphere;

With 3,3'-bis-pyrrolidin-1-ylmethyl-[1,1']binaphthalenyl-2,2'-diol; In 1-methyl-pyrrolidin-2-one; dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

benzaldehyde; In 1-methyl-pyrrolidin-2-one; dichloromethane; at 0 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201007351

upstream raw materials:

tert-butyldimethyl((5-phenylpent-4-yn-1-yl)oxy)silane

Downstream raw materials:

(E)-6-(tert-butyldimethylsilyloxy)-1,2-diphenylhex-2-en-1-ol