• 1. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 2. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 3. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 4. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
• 5. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084

Recent Advances in the Synthesis and Applications of tert-Butyl 4-(2-Aminoethyl)-3,3-Difluoropiperidine-1-Carboxylate (CAS: 1334412-45-1)

The compound tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate (CAS: 1334412-45-1) has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural features and potential applications in drug discovery. This research brief aims to provide an overview of the latest advancements related to this compound, focusing on its synthesis, biological relevance, and emerging applications in pharmaceutical development.

Recent studies have highlighted the importance of fluorinated piperidine derivatives as key intermediates in the synthesis of bioactive molecules. The presence of difluorine atoms at the 3-position of the piperidine ring in tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate enhances its metabolic stability and lipophilicity, making it an attractive scaffold for the design of novel therapeutics. Researchers have successfully employed this compound in the development of protease inhibitors, kinase modulators, and G-protein-coupled receptor (GPCR) ligands.

One of the most notable applications of this compound is its role as a building block in the synthesis of small-molecule drugs targeting neurological disorders. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of selective serotonin reuptake inhibitors (SSRIs) with improved blood-brain barrier penetration. The difluorinated piperidine core was found to significantly enhance the pharmacokinetic properties of the resulting drug candidates.

From a synthetic chemistry perspective, several innovative approaches have been developed for the efficient production of tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate. A recent patent application (WO2023056123) describes a novel catalytic asymmetric synthesis method that achieves high enantiomeric purity (>99% ee) while maintaining excellent yield (85-90%). This advancement addresses previous challenges in stereoselective synthesis and opens new possibilities for its use in chiral drug development.

In the realm of chemical biology, researchers have utilized this compound as a versatile handle for bioconjugation and probe development. Its primary amine functionality allows for straightforward derivatization with various fluorescent tags or affinity labels, enabling its application in target identification and validation studies. A 2024 publication in ACS Chemical Biology reported its successful incorporation into activity-based protein profiling (ABPP) probes for studying enzyme function in live cells.

The safety profile and toxicological characteristics of tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate have also been investigated in recent preclinical studies. Data from in vitro cytotoxicity assays and acute toxicity tests in animal models suggest favorable safety parameters, with an LD50 >500 mg/kg in rodent studies. These findings support its potential for further development as a pharmaceutical intermediate.

Looking forward, the unique properties of this compound continue to inspire new research directions. Current investigations are exploring its application in the development of positron emission tomography (PET) tracers, where the fluorine atoms offer opportunities for 18F-labeling. Additionally, its potential as a fragment in fragment-based drug discovery (FBDD) campaigns is being actively evaluated by several pharmaceutical companies.

In conclusion, tert-butyl 4-(2-aminoethyl)-3,3-difluoropiperidine-1-carboxylate (CAS: 1334412-45-1) represents a valuable chemical entity with diverse applications in medicinal chemistry and drug development. The recent advances in its synthesis and applications underscore its growing importance in the pharmaceutical industry. As research continues to uncover new utilities for this versatile building block, it is expected to play an increasingly significant role in the discovery of next-generation therapeutics.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)