製品名:(3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate
IUPAC Name:tert-butyl (3S,4S)-4-amino-3-fluoropiperidine-1-carboxylate
Product Overview |
(3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate is a tert-butyl derivative of 4-amino-3-fluoropiperidine-1-carboxylic acid (AFPCA) and is a useful intermediate for the synthesis of various compounds. AFPCA is a fluorinated amino acid, containing a fluorine atom in the 4-position of the piperidine ring. AFPCA has been widely studied due to its potential applications in medicinal chemistry and drug discovery. |
Synthesis and Application |
The synthesis of (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate involves the reaction of 4-amino-3-fluoropiperidine-1-carboxylic acid with tert-butyl bromide in the presence of a Lewis acid, such as zinc bromide. The reaction proceeds via an S N2 mechanism, leading to the formation of the desired product. The reaction can be carried out in aqueous or organic solvents, depending on the desired product. (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate has been used as a building block for the synthesis of various compounds, such as peptidomimetics, nucleoside analogues, and other biologically active molecules. It has been used in the synthesis of a range of peptidomimetic compounds, including inhibitors of the human epidermal growth factor receptor (EGFR) tyrosine kinase. It has also been used in the synthesis of nucleoside analogues, such as the antiviral drug acyclovir. |
Future Directions |
The potential applications of (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate in medicinal chemistry and drug discovery are vast. In the future, (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate could be used in the synthesis of novel peptidomimetic compounds with improved activity against a variety of disease targets. Additionally, (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate could be used in the synthesis of novel nucleoside analogues with improved antiviral activity. Furthermore, (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate could be used in the synthesis of other biologically active molecules, such as inhibitors of protein-protein interactions. Finally, (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate could be used in the development of novel fluorescent probes for use in imaging and sensing applications. |