1263096-05-4

Basic information

• Product Name: C₁₃H₁₄F₃NO₄
• Synonyms: C₁₃H₁₄F₃NO₄
• CAS NO: 1263096-05-4
• Molecular Weight: 305.254
• Mol File: 1263096-05-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₃H₁₄F₃NO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₃H₁₄F₃NO₄(1263096-05-4)
• EPA Substance Registry System: C₁₃H₁₄F₃NO₄(1263096-05-4)

Safety Data

• Hazardous Substances Data: 1263096-05-4(Hazardous Substances Data)

Upstream product

• 108-95-2 phenol 
• 161553-08-8 (R)-N-trifluoroacetylaspartic acid-4-chloride-1-methyl ester 
• 1263096-01-0 C₁₃H₁₂F₃NO₅ 

Downstream Products

• 749828-81-7 homo-p-(R)-tyrosine 

Relevant articles and documents

Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines

Reactions involving phenol derivatives and acyl chlorides have to be controlled for competitive O-acylations and C-acylations (Friedel-Crafts acylations and Fries rearrangements) in acidic condition. The extent for these reactions in trifluoromethanesulfonic acid (TfOH), which is used as catalyst and solvent, is examined. Although diluted TfOH was needed for effective O-acylation, concentrated TfOH was required for effective C-acylations in mild condition. These results have been applied to the novel synthesis of homotyrosine derivatives. Both Fries rearrangement of N-TFA-Asp(OBn)-OMe and Friedel-Crafts acylation of phenol with N-TFA-Asp(Cl)-OMe in TfOH afforded the homotyrosine skeleton, followed by reduction and deprotection afforded homotyrosines maintaining stereochemistry of Asp as an optically pure form.