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Active Pharmaceutical Ingredients

Benzyl (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylate

Category:

Active Pharmaceutical Ingredients

CAS NO:

1171080-44-6

Standard:

In-house Standards,

Price Range:

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Main Sales Markets:

North America,Central/South America,Western Europe,Eastern Europe,Australasia,Eastern Europe,Australasia,Asia,Middle East,Africa

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Basic Info

CAS Number

1171080-44-6

Pharmacopoeia

In-house Standards

Grade

pharmaceutical grade

Is Manufacturer

YES

Samples Provided

Packaging & Delivery

Packaging Specification

Product Description

Standard :In-house Standards

AI Product Description

*The following content is generated by AI and is for reference only.

Benzyl (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylate is a specialized chiral organic intermediate primarily utilized in the field of medicinal chemistry and peptide synthesis. With the molecular formula C₂₁H₂₅NO₃, this compound features a piperidine core substituted at the second position with a benzyl ester group and at the fifth position with a benzyloxyamino moiety. The specific stereochemistry, denoted as (2S,5R), is critical for its biological activity and interaction with target receptors, ensuring high enantiomeric purity required for pharmaceutical applications. Although a specific CAS registry number is not universally standardized across all commercial databases without vendor-specific registration, it is often cataloged under unique identifiers by major chemical suppliers such as Sigma-Aldrich or ChemDiv for research purposes. This molecule serves as a versatile building block in the construction of complex heterocyclic systems, particularly those containing piperidine rings which are prevalent in numerous bioactive compounds. Its structural design allows for further derivatization; the benzyloxy group can be selectively removed via hydrogenolysis to reveal a free amine, while the ester functionality provides a handle for coupling reactions to form amides or other esters. Consequently, it is frequently employed in the synthesis of potential drug candidates targeting neurological disorders, pain management, and cardiovascular conditions. Researchers utilize this reagent to explore structure-activity relationships (SAR) by modifying the side chains to optimize potency and selectivity. In laboratory settings, handling requires standard safety precautions typical for organic solvents and reactive intermediates, including the use of fume hoods and personal protective equipment. Storage should be conducted in a cool, dry place away from strong oxidizing agents to prevent decomposition. While not typically found in consumer products, this compound plays an indispensable role in the early stages of drug discovery pipelines. It facilitates the rapid generation of library compounds for high-throughput screening assays. As the demand for novel therapeutics grows, the availability of such stereodefined intermediates becomes increasingly vital for accelerating the development of next-generation pharmaceuticals. Future applications may expand into materials science where chiral piperidine derivatives exhibit unique optical or catalytic properties.