(E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate

Base Information

• Chemical Name: (E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate
• CAS No.: 1332864-57-9
• Molecular Formula: C₂₄H₃₂O₃Si
• Molecular Weight: 396.602
• Mol file: 1332864-57-9.mol

Synonyms:(E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate

Chemical Property of (E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate

There total 1 articles about (E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate 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: 84.0%

chloroformic acid ethyl ester (541-41-3) + (E)-(tert-butyl)(4-iodo-3-methylbut-3-enyloxy)diphenylsilane (148583-99-7) → (E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate (1332864-57-9)

Guidance literature:

(E)-(tert-butyl)(4-iodo-3-methylbut-3-enyloxy)diphenylsilane; With n-butyllithium; zirconocene dichloride; In diethyl ether; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

chloroformic acid ethyl ester; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja2066219

Reference yield: 83.0%

(E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate (1332864-57-9) → (E)-5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-en-1-ol (1332864-58-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja2066219

Reference yield:

(E)-ethyl 5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enoate (1332864-57-9) → (E)-(tert-butyl) 1-(5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enyl)hydrazinecarboxylate (1332864-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: ethylenediamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; diisobutylaluminium hydride; ethylenediamine; triphenylphosphine; In tetrahydrofuran; hexane;

DOI:10.1021/ja2066219

upstream raw materials:

chloroformic acid ethyl ester

(E)-(tert-butyl)(4-iodo-3-methylbut-3-enyloxy)diphenylsilane

Downstream raw materials:

(E)-(tert-butyl) 1-(5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-enyl)hydrazinecarboxylate

(E)-(tert-butyl) 2-((5-(tert-butyl)diphenylsilyloxy)-3-methylpent-1-en-3-yl)diazenecarboxylate

(E)-5-((tert-butyl)diphenylsilyloxy)-3-methylpent-2-en-1-ol

C₃₅H₃₈Cl₄N₂O₅Si