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- W2949084906 abstract "Abstract A number of Hydrophobic acyl amino acid esters were fluorinated using CF 3 OF, yielding N -fluoroamides. The 1 H, 13 C and 19 F nuclear magnetic resonance (NMR) data for these compounds are reported. The first 14 N NMR spectrum of an N -fluoroamide is also reported, namely that of N -acetyl- N -fluoroglycine ethyl ester. The 14 N resonance of the fluorinated compound was shifted downfield by over 100 ppm from that of the starting material. Reaction of CF 3 OF with N -acetylleucine ethyl ester yielded the N -fluoroamide, as well as the compound in which the γ-hydrogen of leucine is replaced by fluorine. Treatment of the cyclopentapeptide c-(gly-pro-gly- d -ala-pro) with CF 3 OF yielded an intractable mixture of fluorinated hydrocarbons, N -fluoroamides and difluoroamides. Separation of the mixture resulting from treatment of N -acetylproline with CF 3 OF led to recovery of a fraction whose 19 F NMR spectrum indicated fluorination at the proline nitrogen and subsequent opening of the proline ring. Treatment of the cyclopentapeptide c- (gly-leu-gly-gly-gly) with CF 3 OF proceeded to a very limited extent, with the resulting mixture of N -fluoroamides showing no preference for fluorination at a specific site." @default.
- W2949084906 created "2019-06-27" @default.
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- W2949084906 date "2010-08-04" @default.
- W2949084906 modified "2023-09-27" @default.
- W2949084906 title "ChemInform Abstract: Reactions of the Fluorinating Agent CF3OF with Amino Acid Derivatives and Peptides." @default.
- W2949084906 cites W2065121628 @default.
- W2949084906 doi "https://doi.org/10.1002/chin.199638209" @default.
- W2949084906 hasPublicationYear "2010" @default.
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