(3S,4R)-tert-Butyl 3-amino-4-fluoropiperidine-1-carboxylate
CAS 1290191-73-9
CAS · 1290191-73-9
Product Overview
(3S,4R)-tert-Butyl 3-amino-4-fluoropiperidine-1-carboxylate is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance: | Light yellow solid |
|---|---|
| Purity: | 95% min |
| Chiral purity: | 98% min |
| 1H NMR Spectrum: | Conforms |
| Mass: | Conforms |
Applications
This compound is primarily used in pharmaceutical and medicinal chemistry as a building block for the synthesis of chiral piperidine-based drugs. The fluorine atom enhances metabolic stability, lipophilicity, and binding affinity in drug molecules, while the protected amino group allows selective functionalization in multi-step synthesis. It is employed in drug discovery programs for the development of central nervous system agents, enzyme inhibitors, and receptor modulators. In organic synthesis, it serves as an intermediate for constructing complex heterocycles, peptide mimetics, or other nitrogen-containing bioactive scaffolds. Its stereochemical purity is particularly valuable for producing enantiomerically defined compounds, which is critical for achieving desired pharmacological activity.
Benefits
The benefits of (3S,4R)-tert-Butyl 3-amino-4-fluoropiperidine-1-carboxylate include its defined stereochemistry, chemical versatility, and compatibility with synthetic transformations. The tert-butyl carbamate protects the nitrogen atom during reactions, allowing selective derivatization of the amino group or the fluorinated carbon. Its fluorine substitution enhances the stability, biological activity, and membrane permeability of derivatives. The compound is soluble in common organic solvents and stable under standard laboratory conditions, making it easy to handle and integrate into multi-step synthetic sequences. Its chiral integrity ensures that downstream products retain the desired enantiomeric purity, which is crucial for medicinal applications.
Conclusion
In summary, (3S,4R)-tert-Butyl 3-amino-4-fluoropiperidine-1-carboxylate is a chiral, functionalized piperidine used as an intermediate in pharmaceutical and organic synthesis. Its stereochemical precision, fluorine modification, and protected amino functionality provide versatility for the construction of bioactive molecules, heterocycles, and enantiomerically pure drugs. With its stability, reactivity, and chiral fidelity, it is a valuable building block for the development of advanced therapeutics and complex chemical architectures.
Previous
(3R,5S)-tert-butyl 3-aMino-5-fluoropiperidine-1-carboxylate丨CAS 1271810-13-9
Next