trans-N-BOC-3,4-Diazido pyrrolidine
Names and Identifiers of trans-N-BOC-3,4-Diazido pyrrolidine
CAS Number |
288314-13-6 |
|---|---|
IUPAC Name |
tert-butyl (3R,4R)-3,4-diazidopyrrolidine-1-carboxylate |
InChI |
InChI=1S/C9H15N7O2/c1-9(2,3)18-8(17)16-4-6(12-14-10)7(5-16)13-15-11/h6-7H,4-5H2,1-3H3/t6-,7-/m1/s1 |
InChIKey |
YJMKJQUSMRAAFO-RNFRBKRXSA-N |
Canonical SMILES |
CC(C)(C)OC(=O)N1CC(C(C1)N=[N+]=[N-])N=[N+]=[N-] |
Isomeric SMILES |
CC(C)(C)OC(=O)N1C[C@H]([C@@H](C1)N=[N+]=[N-])N=[N+]=[N-] |
Applications of trans-N-BOC-3,4-Diazido pyrrolidine
Trans-N-BOC-3,4-Diazido pyrrolidine finds various applications across different fields:
- Chemical Synthesis: It serves as an intermediate in synthesizing complex organic molecules, particularly in pharmaceuticals and agrochemicals.
- Bioconjugation: The compound is utilized in click chemistry for labeling biomolecules with fluorescent tags or other functional groups.
- Drug Development: It acts as a building block for synthesizing potential drug candidates targeting neurological disorders and infectious diseases.
- Material Science: Employed in producing specialty chemicals and advanced materials with unique properties.
Interaction Studies of trans-N-BOC-3,4-Diazido pyrrolidine
Interaction studies involving trans-N-BOC-3,4-Diazido pyrrolidine are crucial for understanding its reactivity and potential biological roles. Its azido groups allow it to engage in bioorthogonal reactions with alkynes, forming stable triazole linkages that do not interfere with biological systems. This property is exploited in various applications, including drug discovery and biomolecule labeling.
Biological Activity of trans-N-BOC-3,4-Diazido pyrrolidine
While specific biological activity data for trans-N-BOC-3,4-Diazido pyrrolidine is limited, its structural features suggest potential applications in medicinal chemistry. Compounds with similar structures have been investigated for their pharmacological properties, including neuroactivity and antimicrobial effects. The ability of the azido groups to undergo bioorthogonal reactions makes this compound particularly useful for labeling biomolecules and studying biological processes.