tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane
• CAS No.: 203052-57-7
• Molecular Formula: C₂₅H₃₃IOSi
• Molecular Weight: 504.526
• Mol file: 203052-57-7.mol

Synonyms:

Chemical Property of tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane

There total 6 articles about tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane 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:

5-(tetrahydropyran-2-yloxy)-3-pentyn-1-ol (38996-32-6) → tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane (203052-57-7)

Guidance literature:

Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / Ambient temperature

2: Dowex ion exchange resin / methanol / Ambient temperature

3: 99 percent / CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

4: 75 percent / CuI, nBu₄NI, Na₂CO₃ / dimethylformamide / Ambient temperature

5: 89 percent / H₂, Ni(OAc)2, NaBH₄ / Ambient temperature

6: 1.) MsCl, Et₃N, 2.) NaI / 1.) CH₂Cl₂, RT, 2.) acetone, reflux

With 1H-imidazole; sodium tetrahydroborate; copper(l) iodide; carbon tetrabromide; Dowex ion exchange resin; hydrogen; nickel diacetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10607-4

Reference yield:

5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol (88159-03-9) → tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane (203052-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

2: 75 percent / CuI, nBu₄NI, Na₂CO₃ / dimethylformamide / Ambient temperature

3: 89 percent / H₂, Ni(OAc)2, NaBH₄ / Ambient temperature

4: 1.) MsCl, Et₃N, 2.) NaI / 1.) CH₂Cl₂, RT, 2.) acetone, reflux

With sodium tetrahydroborate; copper(l) iodide; carbon tetrabromide; hydrogen; nickel diacetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10607-4

Reference yield:

((5-bromopent-3-yn-1-yl)oxy)(tert-butyl)diphenylsilane (88158-71-8) → tert-Butyl-((3Z,6Z)-9-iodo-nona-3,6-dienyloxy)-diphenyl-silane (203052-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / CuI, nBu₄NI, Na₂CO₃ / dimethylformamide / Ambient temperature

2: 89 percent / H₂, Ni(OAc)2, NaBH₄ / Ambient temperature

3: 1.) MsCl, Et₃N, 2.) NaI / 1.) CH₂Cl₂, RT, 2.) acetone, reflux

With sodium tetrahydroborate; copper(l) iodide; hydrogen; nickel diacetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; methanesulfonyl chloride; triethylamine; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10607-4

upstream raw materials:

(3Z,5Z)-1-(tert-butyldiphenylsiloxy)nona-3,5-diene-1,9-diol

5-(tetrahydropyran-2-yloxy)-3-pentyn-1-ol

5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol

9-(tert-Butyl-diphenyl-silanyloxy)-nona-3,6-diyn-1-ol

Downstream raw materials:

(5Z,8Z,11Z)-14-(tert-Butyl-diphenyl-silanyloxy)-tetradeca-5,8,11-trienoic acid methyl ester