175548-84-2

Upstream product

• 173282-21-8 DL-4,4-difluoroglutamic acid 
• 501-53-1 benzyl chloroformate 
• 175548-85-3 N-benzyloxycarbonyl-4,4-difluoroglutamic acid 
• 115-11-7 isobutene 

Downstream Products

• 175548-88-6 5-Azido-2-benzyloxycarbonylamino-4,4-difluoro-pentanoic acid tert-butyl ester 
• 175548-87-5 2-Benzyloxycarbonylamino-4,4-difluoro-5-trifluoromethanesulfonyloxy-pentanoic acid tert-butyl ester 
• 175548-89-7 2-Benzyloxycarbonylamino-4-carbamoyl-4,4-difluoro-butyric acid tert-butyl ester 
• 175548-86-4 2-Benzyloxycarbonylamino-4,4-difluoro-5-hydroxy-pentanoic acid tert-butyl ester 

Relevant academic research and scientific papers

Facile synthesis of DL-4,4-difluoroornithine, DL-4,4-difluoroglutamine, and γ-DL-4,4-difluoroglutamyl-containing peptides: Regiospecific addition of nucleophiles to N-Cbz-di-tert-butyl-DL-4,4-difluoroglutamate

The reaction of several nucleophiles with N-Cbz-protected di-tert-butyl-DL-4,4-difluoroglutamate was investigated as an approach to the synthesis of various fluorinated amino acids and peptides. The γ-carboxyl group is highly activated by the two adjacent fluorine atoms, and nucleophilic reactions occurred exclusively at that carbonyl carbon. Further transformations of the reaction products resulted in the synthesis of DL-4,4-difluoroornithine, DL-4,4-difluoroglutamine, and γ-DL-4,4-difluoroglutamyl-containing dipeptides.