1611480-98-8

Basic information

• Product Name: ((3R,5R)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone
• CAS NO: 1611480-98-8
• Molecular Weight: 222.262
• Mol File: 1611480-98-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((3R,5R)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: ((3R,5R)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone(1611480-98-8)
• EPA Substance Registry System: ((3R,5R)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone(1611480-98-8)

Safety Data

• Hazardous Substances Data: 1611480-98-8(Hazardous Substances Data)

Upstream product

• 1611481-35-6 ((2S,4R)-4-amino-1-tritylpyrrolidin-2-yl)methanol 
• 1363378-07-7 tert-butyl ((3R,5R)-5-fluoropiperidin-3 -yl)carbamate 
• 1611480-82-0 (2S,4R)-methyl 4-azido-1-tritylpyrrolidine-2-carboxylate 
• 81102-38-7 cis-L-hydroxyproline methyl ester 
• 618-27-9 hydroxy L-proline 
• 129430-93-9 (2S,4S)-methyl 4-hydroxy-1-tritylpyrrolidine-2-carboxylate 

Relevant articles and documents

Enantioselective synthesis and physicochemical properties of libraries of 3-amino- and 3-amidofluoropiperidines

The enantioselective syntheses of 3-amino-5-fluoropiperidines and 3-amino-5,5-difluoropiperidines were developed using the ring enlargement of prolinols to access libraries of 3-amino- and 3-amidofluoropiperidines. The study of the physicochemical properties revealed that fluorine atom(s) decrease(s) the pKa and modulate(s) the lipophilicity of 3-aminopiperidines. The relative stereochemistry of the fluorine atoms with the amino groups at C3 on the piperidine core has a small effect on the pK a due to conformationnal modifications induced by fluorine atom(s). In the protonated forms, the C-F bond is in an axial position due to a dipole-dipole interaction between the N-H+ and C-F bonds. Predictions of the physicochemical properties using common software appeared to be limited to determine correct values of pKa and/or differences of pK a between cis- and trans-3-amino-5-fluoropiperidines.