3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one

Base Information

• Chemical Name: 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one
• CAS No.: 362483-84-9
• Molecular Formula: C₁₇H₂₅BrO₃Si
• Molecular Weight: 385.373
• Mol file: 362483-84-9.mol

Synonyms:3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one

Chemical Property of 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one

There total 5 articles about 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one 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:

tert-butyldimethylsilyl chloride (18162-48-6) + 3-(4-bromo-phenyl)-5-hydroxymethyl-dihydro-furan-2-one (362483-77-0) → 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one (362483-84-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/jm010155x

Reference yield:

(4-bromo-phenyl)-acetic acid methyl ester (41841-16-1) → 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one (362483-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -60 °C

1.2: tetrahydrofuran / 1 h / -60 - 20 °C

2.1: LiOH / methanol; H₂O / 20 h / 20 °C

3.1: 57percent MCPBA / CHCl₃ / 3 h / Heating

4.1: imidazole / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jm010155x

Reference yield:

methyl 2-(4-bromophenyl)pent-4-enoate (362483-70-3) → 3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one (362483-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH / methanol; H₂O / 20 h / 20 °C

2: 57percent MCPBA / CHCl₃ / 3 h / Heating

3: imidazole / dimethylformamide / 12 h / 20 °C

With 1H-imidazole; lithium hydroxide; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jm010155x

upstream raw materials:

tert-butyldimethylsilyl chloride

3-(4-bromo-phenyl)-5-hydroxymethyl-dihydro-furan-2-one

(4-bromo-phenyl)-acetic acid methyl ester

methyl 2-(4-bromophenyl)pent-4-enoate

Downstream raw materials:

3-(4-bromophenyl)-5-hydroxymethyl-2,5-dihydrofuran-2-one

3-(4-bromo-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-5H-furan-2-one