1363378-07-7

Basic information

• Product Name: rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine
• Synonyms: rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine;tert-Butyl ((3R,5R)-5-fluoropiperidin-3-yl)carbamate;tert-butyl N-[(3R,5R)-5-fluoropiperidin-3-yl]carbamate;(3R,4R)-Rel-3-(Boc-amino)-5-fluoropiperidine
• CAS NO: 1363378-07-7
• Molecular Formula: C₁₀H₁₉FN₂O₂
• Molecular Weight: 218.27
• Mol File: 1363378-07-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 313.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3(Predicted)
• PKA: 11.68±0.40(Predicted)
• CAS DataBase Reference: rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine(1363378-07-7)
• EPA Substance Registry System: rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine(1363378-07-7)

Safety Data

• Hazardous Substances Data: 1363378-07-7(Hazardous Substances Data)

Usage

Uses

(3R,4R)-rel-3-(Boc-amino)-5-fluoropiperidine is a useful reagent for the preparation of FLT3 kinase inhibitor for treating FLT3 mediated diseases.

Upstream product

• 1611481-35-6 ((2S,4R)-4-amino-1-tritylpyrrolidin-2-yl)methanol 
• 1611480-82-0 (2S,4R)-methyl 4-azido-1-tritylpyrrolidine-2-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 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 

Downstream Products

• 1611480-98-8 ((3R,5R)-3-amino-5-fluoropiperidin-1-yl)(phenyl)methanone 

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.