(2S,5R)-5-[(Phenylmethoxy)amino]-2-piperidinecarboxamide
[CAS# 1416134-49-0]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Piperidines
• Name: (2S,5R)-5-[(Phenylmethoxy)amino]-2-piperidinecarboxamide
• Molecular Formula: C₁₃H₁₉N₃O₂
• Molecular Weight: 249.31
• CAS Registry Number: 1416134-49-0
• EC Number: 812-263-6
• SMILES: C1C[C@H](NC[C@@H]1NOCC2=CC=CC=C2)C(=O)N

Properties

• Solubility: Very slightly soluble (0.6 g/L) (25 °C), Calc.^*
• Density: 1.18±0.1 g/cm³ (20 °C 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2016 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovery and Applications

(2S,5R)-5-[(Benzyloxy)amino]-2-piperidinecarboxamide is a compound known for its pharmaceutical applications. The chemical structure of (2S,5R)-5-[(Benzyloxy)amino]-2-piperidinecarboxamide has a piperidine ring whose amino group is substituted with a benzyloxy group at the 5-position. The stereochemical notation (2S,5R) represents the configuration of the chiral center in the molecule and defines the spatial arrangement of the substituents around the piperidine ring.

The synthesis of (2S,5R)-5-[(Benzyloxy)amino]-2-piperidinecarboxamide involves the introduction of a piperidine ring and functionalization of it with a benzyloxyamino group. Specific synthetic routes may involve coupling reactions of piperidine derivatives with appropriate amino and benzyloxy precursors followed by stereochemical control to achieve the desired (2S,5R) configuration.

In pharmacology, (2S,5R)-5-[(Benzyloxy)amino]-2-piperidinecarboxamide can be explored as a therapeutic agent or as a chemical probe in biological studies. The presence of the piperidine ring and the benzyloxyamino moiety suggest interactions with biological targets such as receptors or enzymes, affecting physiological processes or serving as substrates for metabolic studies.

Studies involving (2S,5R)-5-[(benzyloxy)amino]-2-piperidinecarboxamide may include studies of its pharmacokinetics, metabolism, and interactions with biological targets. These studies are intended to elucidate its mechanism of action, assess its bioavailability, and evaluate its potential efficacy in treating specific diseases.

(2S,5R)-5-[(benzyloxy)amino]-2-piperidinecarboxamide is a promising medicinal chemistry compound characterized by stereochemical configurations and functional groups that contribute to its biological activity. Continued studies of its synthesis, pharmacology, and therapeutic potential may lead to new insights into drug discovery and development, addressing unmet medical needs and advancing scientific understanding in the field of pharmaceuticals.

References

2016. Manufacturing Route to Avibactam. Synfacts, 13(2).
DOI: 10.1055/s-0036-1589739

2016. Avibactam. Pharmaceutical Substances.
URL: https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-01-0210