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(2R,4R)-1-(tert-Butoxycarbonyl)-4-Phenoxypyrrolidine-2-Carboxylic Acid CAS NO 158459-12-2


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CAS No.:158459-12-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2R,4R)-1-(tert-Butoxycarbonyl)-4-Phenoxypyrrolidine-2-Carboxylic Acid is a high-purity, chiral pyrrolidine derivative serving as a critical building block in advanced organic synthesis. This compound matters for its role as a key intermediate in the development of sophisticated active pharmaceutical ingredients (APIs), particularly for chiral drugs. Pharmaceutical R&D and fine chemical manufacturers need this material to construct complex molecular architectures with precise stereochemistry, enabling the production of targeted therapeutics.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the synthesis of complex drug candidates, particularly for protease inhibitors and other biologically active molecules.
  • Peptidomimetics Research: Used to introduce constrained, non-natural amino acid motifs into peptide backbones to enhance stability and bioavailability.
  • Asymmetric Catalysis Ligand Precursor: Serves as a starting material for the synthesis of chiral ligands used in asymmetric hydrogenation and other catalytic transformations.
  • Chemical Biology Probes: Employed in the design and synthesis of molecular probes for studying enzyme mechanisms and protein-protein interactions.
  • Custom Synthesis & Contract Manufacturing: A vital component for CDMOs (Contract Development and Manufacturing Organizations) producing bespoke compounds for client projects.

Basic Information

Product Name (2R,4R)-1-(tert-Butoxycarbonyl)-4-Phenoxypyrrolidine-2-Carboxylic Acid
CAS No. 158459-12-2
Molecular Formula C16H21NO5
Molecular Weight 307.34 g/mol
Synonyms 1-Boc-4-phenoxy-D-proline; (2R,4R)-1-Boc-4-phenoxypyrrolidine-2-carboxylic acid; (2R,4R)-1-[(tert-Butoxy)carbonyl]-4-phenoxypyrrolidine-2-carboxylic acid; (2R,4R)-4-Phenoxy-1-[(2-methyl-2-propanyl)oxycarbonyl]-2-pyrrolidinecarboxylic acid; 1-N-Boc-trans-4-phenoxy-L-proline; Boc-4-phenoxy-D-proline; (2R,4R)-1-(tert-Butoxycarbonyl)-4-phenoxypyrrolidine-2-carboxylic acid
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Quality Control

Our (2R,4R)-1-(tert-Butoxycarbonyl)-4-Phenoxypyrrolidine-2-Carboxylic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity, suitable for demanding R&D and cGMP manufacturing applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing identity, purity (typically >98% by HPLC), chiral purity, and impurity profiles. We adhere to ICH guidelines for stability and impurity characterization to support regulatory filings.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider storage under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

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

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