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1-Piperidinecarboxylic Acid, 4-Azido-3-Hydroxy-, Phenylmethyl Ester, (3R,4R)-Rel- CAS NO 167832-25-9


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CAS No.:167832-25-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-Piperidinecarboxylic Acid, 4-Azido-3-Hydroxy-, Phenylmethyl Ester, (3R,4R)-Rel- is a high-purity, stereochemically defined chiral building block of significant interest in advanced pharmaceutical synthesis. This compound matters as a key intermediate for constructing complex molecular architectures, particularly in the development of protease inhibitors and other bioactive molecules. It is primarily needed by research institutions and pharmaceutical companies engaged in the discovery and process development of new therapeutic agents, where its unique azido and hydroxy functional groups offer versatile handles for further chemical elaboration.

Application

  • Pharmaceutical Intermediate: Serves as a critical chiral synthon in the multi-step synthesis of potential drug candidates, especially those targeting enzymatic pathways.
  • Protease Inhibitor Research: Used in the research and development of novel inhibitors for proteases such as HIV protease, hepatitis C virus NS3/4A protease, and others.
  • Peptidomimetic Chemistry: Employed as a constrained amino acid analogue for constructing peptidomimetics with enhanced metabolic stability and bioavailability.
  • Chemical Biology Probes: The azido group enables bioorthogonal conjugation via click chemistry (e.g., CuAAC, SPAAC) for labeling, imaging, or creating targeted drug conjugates.
  • Medicinal Chemistry SAR Studies: Provides a scaffold for structure-activity relationship (SAR) studies to optimize potency and selectivity of lead compounds.
  • Process Chemistry & Scale-Up: Supplied for route scouting, optimization, and pilot-scale production under current Good Manufacturing Practice (cGMP) guidelines where required.

Basic Information

Product Name 1-Piperidinecarboxylic Acid, 4-Azido-3-Hydroxy-, Phenylmethyl Ester, (3R,4R)-Rel-
CAS No. 167832-25-9
Molecular Formula C14H16N4O3
Molecular Weight 288.30 g/mol
Synonyms (3R,4R)-rel-4-Azido-3-hydroxy-1-piperidinecarboxylic acid phenylmethyl ester; Benzyl (3R,4R)-rel-4-azido-3-hydroxypiperidine-1-carboxylate; rel-(3R,4R)-Benzyl 4-azido-3-hydroxypiperidine-1-carboxylate; 4-Azido-3-hydroxypiperidine-1-carboxylic acid benzyl ester (rel-(3R,4R)-); Azido-hydroxy piperidine carboxylate benzyl ester; BOC-Piperidine derivative (azido, hydroxy); Pharmaceutical Intermediate 167832-25-9
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Quality Control

Our 1-Piperidinecarboxylic Acid, 4-Azido-3-Hydroxy-, Phenylmethyl Ester, (3R,4R)-Rel- is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing including chiral purity assessment, identity confirmation, and impurity profiling to ensure it meets the stringent requirements for pharmaceutical research and development. Certificates of Analysis (COA) detailing specifications such as HPLC purity, chiral HPLC assay, and residual solvent levels are provided with every shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store at controlled room temperature (15-25°C) or as indicated on the label. This material is light-sensitive (store away from light) and easily oxidized (store under inert atmosphere). For long-term storage, consider storing under an inert gas (e.g., nitrogen or argon) in a freezer (-20°C). Keep container tightly sealed in a dry and well-ventilated place.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 97.0%
Chiral Purity (Chiral HPLC) ≥ 98.0% de (for specified isomer)
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Complies with ICH Q3C guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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