4-nitro-3-(trifluoroMethylsulfonyloxy)benzyl pivalate

Base Information

• Chemical Name: 4-nitro-3-(trifluoroMethylsulfonyloxy)benzyl pivalate
• CAS No.: 929095-35-2
• Molecular Formula: C13H14F3NO7S
• Molecular Weight: 385.318
• Mol file: 929095-35-2.mol

Synonyms:4-nitro-3-{[(trifluoromethyl)suifonyl]oxy}benzyl pivalate;3,5-Dihydroxy-4-nitrotoluene;4-Nitro-3.5-dioxy-1-methyl;4-nitro-{[(trifluoromethyl)sulfonyl]oxy}benzyl pivalate;3-trifluoromethylsulfonyloxy-4-nito-benzyl pivaloate;1,3-Benzenediol,5-methyl-2-nitro;5-methyl-2-nitro-resorcinol;

Chemical Property of 4-nitro-3-(trifluoroMethylsulfonyloxy)benzyl pivalate

Chemical Property:

• PSA: 123.87000
• LogP: 4.51650

Purity/Quality:

≥95% ^*data from raw suppliers

4-nitro-3-(trifluoromethylsulfonyloxy)benzylpivalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitro-3-(trifluoroMethylsulfonyloxy)benzyl pivalate

There total 2 articles about 4-nitro-3-(trifluoroMethylsulfonyloxy)benzyl pivalate 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%

3-hydroxy-4-nitrobenzyl pivalate (929095-34-1) + phenyl trifluoromethanesulfonamide (456-64-4) → 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzyl pivalate (929095-35-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

Reference yield: 99.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-hydroxy-4-nitrobenzyl pivalate (929095-34-1) → 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzyl pivalate (929095-35-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2008.08.077

Reference yield: 84.0%

methyl 5-amino-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-2-thiophenecarboxylate (929039-92-9) + 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzyl pivalate (929095-35-2) → methyl 5-[(5-{[(2,2-dimethylpropanoyl)oxy]methyl}-2-nitrophenyl)amino]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate (929095-36-3)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In toluene; at 100 ℃; for 2h;

upstream raw materials:

3-hydroxy-4-nitrobenzyl pivalate

phenyl trifluoromethanesulfonamide

N,N-phenylbistrifluoromethane-sulfonimide

Downstream raw materials:

methyl 3-{[(1R)-1-(2-chlorophenyl)ethyl]oxy}-5-[(5-{[(2,2-dimethylpropanoyl)oxy]methyl}-2-nitrophenyl)amino]-2-thiophenecarboxylate

methyl 5-[(5-{[(2,2-dimethylpropanoyl)oxy]methyl}-2-nitrophenyl)amino]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate

methyl 5-[6-(hydroxymethyl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate

methyl 5-(6-{[(2,2-dimethylpropanoyl)oxy]methyl}-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate

Refernces

• 1、 Hornberger, Keith R.,Badiang, Jennifer G.,Salovich, James M.,Kuntz, Kevin W.,Emmitte, Kyle A.,Cheung, Mui. "Regioselective synthesis of benzimidazole thiophene inhibitors of polo-like kinase 1". supporting information; body text. p. 6348 - 6351. Retrieved 2009/04/07.
• 2、 -. "BENZIMIDAZOLE THIOPHENE COMPOUNDS". Page/Page column 126-127. . Retrieved 2008/06/13.