1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone

Base Information

• Chemical Name: 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone
• CAS No.: 176640-03-2
• Molecular Formula: C₁₅H₂₁F₃O₂Si
• Molecular Weight: 318.411
• Mol file: 176640-03-2.mol

Synonyms:1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone

Chemical Property of 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone

There total 8 articles about 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone 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: 95.0%

ethyl trifluoroacetate, (383-63-1) + 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-iodo-benzene (167550-17-6) → 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone (176640-03-2)

Guidance literature:

1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3-iodo-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

ethyl trifluoroacetate,; at -78 ℃; for 1.25h;

DOI:10.1021/jo402738t

Reference yield: 94.0%

N,N-diethyl-2,2,2-trifluoroacetamide (360-92-9) + [(3-bromobenzyl)oxy](tert-butyl)dimethylsilane (103978-12-7) → 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone (176640-03-2)

Guidance literature:

[(3-bromobenzyl)oxy](tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

N,N-diethyl-2,2,2-trifluoroacetamide; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.chembiol.2019.03.008

Reference yield:

ethyl trifluoroacetate, (383-63-1) + [(3-bromobenzyl)oxy](tert-butyl)dimethylsilane (103978-12-7) → 1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone (176640-03-2)

Guidance literature:

[(3-bromobenzyl)oxy](tert-butyl)dimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

ethyl trifluoroacetate,; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

upstream raw materials:

N,N-diethyl-2,2,2-trifluoroacetamide

[(3-bromobenzyl)oxy](tert-butyl)dimethylsilane

N-(trifluoroacetyl)piperidine

(3-Bromophenyl)methanol

Downstream raw materials:

2,3,5-tri-O-benzoyl-1-O-[3-(3-trifluoromethyl-3H-diazirine-3-yl)benzyl]-β-D-ribofuranose

1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-β-D-ribofuranose

1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranose

3-O-(tert-butyldimethylsilyl)-1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-5-O-(4,4′-dimethoxytrityl)-β-D-ribofuranose