(E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane
• CAS No.: 1092696-26-8
• Molecular Formula: C₂₇H₃₂O₂Si
• Molecular Weight: 416.635
• Mol file: 1092696-26-8.mol

Synonyms:(E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane

Chemical Property of (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane

There total 4 articles about (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane 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: 99.0%

[(2R,3R)-4-(benzyloxy)-2,3-dichlorobutoxy](tert-butyl)diphenylsilane (1092695-60-7) → (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane (1092696-26-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium iodide; at 160 ℃; for 2h;

DOI:10.1021/jo802093d

Reference yield:

(E)-4-(benzyloxy)-2-buten-1-ol (80885-30-9,81028-03-7,69152-88-1) + tert-butylchlorodiphenylsilane (58479-61-1) → (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane (1092696-26-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol4036159

Reference yield:

ethyl 2E-4-(benzyloxy)-2-butenoate (70150-60-6) → (E)-((4-(benzyloxy)but-2-en-1-yl)oxy)(tert-butyl)diphenylsilane (1092696-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 - 0 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol4036159

upstream raw materials:

[(2R,3R)-4-(benzyloxy)-2,3-dichlorobutoxy](tert-butyl)diphenylsilane

[(2R,3S)-4-(benzyloxy)-2,3-dichlorobutoxy](tert-butyl)diphenylsilane

(E)-4-(benzyloxy)-2-buten-1-ol

tert-butylchlorodiphenylsilane

Downstream raw materials:

(E)-4-(benzyloxy)-2-buten-1-ol

(tert-butyldiphenylsilanyloxy)acetaldehyde

(+/-)-ethyl trans-4-(tert-butyldiphenylsilyloxy)-2-butenoate