1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane

Base Information

• Chemical Name: 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane
• CAS No.: 163011-27-6
• Molecular Formula: C₁₈H₂₈OSi
• Molecular Weight: 288.505
• Mol file: 163011-27-6.mol

Synonyms:1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane

Chemical Property of 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane

There total 4 articles about 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane 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: 40.1%

cyclopropyltriphenylphosphonium bromide (14114-05-7) + methyl 2-t-butyldimethylsiloxy-4-methylphenyl ketone (163011-36-7) → 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane (163011-27-6)

Guidance literature:

With Tris(3,6-dioxaheptyl)amine; sodium hydride; In tetrahydrofuran; at 62 ℃; for 2.5h;

DOI:10.1016/0040-4020(95)00226-X

Reference yield:

4'-hydroxy-2'-methylacetophenone (6921-64-8) → 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane (163011-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: Wittig reaction

With 1H-imidazole;

DOI:10.1016/0040-4039(94)02452-H

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-(2-t-butyldimethylsiloxy-4-methylphenyl)-1-cyclopropylideneethane (163011-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: Wittig reaction

With 1H-imidazole;

DOI:10.1016/0040-4039(94)02452-H

upstream raw materials:

triphenylphosphonium cyclopropylide

methyl 2-t-butyldimethylsiloxy-4-methylphenyl ketone

cyclopropyltriphenylphosphonium bromide

4'-hydroxy-2'-methylacetophenone

Refernces

• 1、 Nemoto, Hideo,Miyata, Junji,Hakamata, Hideki,Nagamochi, Masatoshi,Fukumoto, Keiichiro. "A Novel and Efficient Route to Chiral A-Ring Aromatic Trichothecanes - The First Enantiocontrolled Total Synthesis of (-)-Debromofiliformin and (-)-Filiformin". . p. 5511 - 5522. Retrieved 1995.