tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane

Base Information

• Chemical Name: tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane
• CAS No.: 337375-99-2
• Molecular Formula: C₂₁H₂₆Br₂OSi
• Molecular Weight: 482.33
• Mol file: 337375-99-2.mol

Synonyms:tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane

Chemical Property of tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane

There total 2 articles about tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)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: 91.0%

carbon tetrabromide (558-13-4) + (+/-)-2-methyl-3-[(tert-butyldiphenylsilyl)oxy]propanal (123284-89-9) → tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane (337375-99-2)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/ol050705b

Reference yield:

(2RS)-3-(tert-butyldiphenylsilyloxy)-2-methylpropanol (129029-85-2) → tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane (337375-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - -60 °C

1.2: 2 h / -60 - 20 °C

2.1: triphenylphosphine / dichloromethane / 1 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triphenylphosphine; In dichloromethane;

Reference yield: 74.5%

tert-butyl ((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)diphenylsilane (337375-99-2) → tert-butyl ((2-methylbut-3-yn-1-yl)oxy)diphenylsilane

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

upstream raw materials:

carbon tetrabromide

(+/-)-2-methyl-3-[(tert-butyldiphenylsilyl)oxy]propanal

(2RS)-3-(tert-butyldiphenylsilyloxy)-2-methylpropanol

Downstream raw materials:

5-(tert-butyl-diphenyl-silanyloxy)-1-furan-3-yl-4-methyl-pent-2-yn-1-one