1357257-17-0

Basic information

• Product Name: benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine
• CAS NO: 1357257-17-0
• Molecular Weight: 317.335
• Mol File: 1357257-17-0.mol

Chemical Properties

• CAS DataBase Reference: benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine(CAS DataBase Reference)
• NIST Chemistry Reference: benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine(1357257-17-0)
• EPA Substance Registry System: benzyloxycarbonyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine(1357257-17-0)

Safety Data

• Hazardous Substances Data: 1357257-17-0(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 1361944-79-7 N-[1-ethoxy-2-phenyl-2,2-difluoroethyl]-(R)-tert-butylsulfinamide 
• 1357257-15-8 (R)-tert-butylsulfinyl-[(1R)-1-(phenyldifluoromethyl)allyl]amine 
• 129660-35-1 α,α-difluoro-α-phenylacetaldehyde 
• 129973-51-9 2,2-difluoro-2-phenylethan-1-ol 

Downstream Products

• 1357257-40-9 C₂₅H₂₅F₃N₂O₃ 
• 1357257-41-0 C₂₅H₂₅F₃N₂O₃ 
• 1357257-42-1 C₂₅H₂₅ClF₂N₂O₃ 
• 1357257-43-2 C₂₅H₂₅ClF₂N₂O₃ 
• 1357257-44-3 C₂₆H₂₈F₂N₂O₄ 
• 1357257-45-4 C₂₃H₂₄F₂N₂O₃S 
• 1357257-46-5 C₂₃H₂₄F₂N₂O₄ 
• 1357257-53-4 C₂₄H₃₂F₂N₂O₃ 
• 1357257-21-6 benzyl (R)-2,2-difluoro-1-[(R)-oxiran-2-yl]-2-phenylethylcarbamate 
• 1357257-22-7 benzyl (R)-2,2-difluoro-1-[(S)-oxiran-2-yl]-2-phenylethylcarbamate 
• 1357257-29-4 (4R,5S)-5-[(dibenzylamino)methyl]-4-[difluoro(phenyl)methyl]oxazolidin-2-one 
• 1357257-30-7 (4R,5R)-5-[(dibenzylamino)methyl]-4-[difluoro(phenyl)methyl]oxazolidin-2-one 
• 1357257-31-8 benzyl (2R,3S)-1,1-difluoro-3-hydroxy-4-(3-iodobenzylamino)-1-phenylbutan-2-ylcarbamate 
• 1357257-32-9 benzyl (2R,3R)-1,1-difluoro-3-hydroxy-4-(3-iodobenzylamino)-1-phenylbutan-2-ylcarbamate 

Relevant articles and documents

Design, synthesis, and biological evaluation of novel fluorinated ethanolamines

The preparation of novel fluorinated allylamines and their use as key fragments for the stereoselective synthesis of hydroxyethyl secondary amine (HEA)-type peptidomimetics is described. Our strategy employs chiral sulfinyl imines as synthesis intermediates, by treatment of hemiaminal precursors with two equivalents of vinylmagnesium bromide. The subsequent oxidation of the allylic amines to the corresponding epoxides was achieved by treatment with methyl(trifluoromethyl)dioxirane. Finally, epoxide ring opening with a range of nitrogen nucleophiles provided a library of HEA-derived peptidomimetics with a phenyldifluoromethylene moiety. The biological evaluation of these derivatives revealed compounds with remarkable BACE1 inhibitory activity. Docking studies revealed the influence of the fluorine atoms in the binding mode of the synthesized ligands. Furthermore, the biological evaluation of our final products and synthesis intermediates led to the discovery of compounds with antimicrobial activity against Mycobacterium and Nocardia species.