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(2S,4R)-1-(tert-Butoxycarbonyl)-4-(Thiophen-3-Ylmethyl)Pyrrolidine-2-Carboxylic Acid CAS NO 959582-97-9


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CAS No.:959582-97-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,4R)-1-(tert-Butoxycarbonyl)-4-(Thiophen-3-Ylmethyl)Pyrrolidine-2-Carboxylic Acid is a high-purity, non-natural amino acid derivative featuring a stereochemically defined pyrrolidine core protected by a Boc group. This compound matters as a critical chiral building block and advanced pharmaceutical intermediate, enabling the synthesis of complex molecules with precise three-dimensional architecture. It is primarily needed by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, particularly in areas like protease inhibitors and other small-molecule drugs.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), especially for targeted therapies.
  • Protease Inhibitor Synthesis: Serves as a core structural component in the design and synthesis of protease inhibitors due to its pyrrolidine carboxylic acid scaffold.
  • Peptidomimetics Development: Used to construct peptidomimetic compounds, where it introduces conformational constraints and enhances metabolic stability.
  • Medicinal Chemistry Research: Employed in lead optimization and structure-activity relationship (SAR) studies to explore new chemical space.
  • Asymmetric Synthesis: Acts as a chiral auxiliary or starting material in stereoselective synthesis to introduce the desired (2S,4R) configuration into target molecules.
  • Bioconjugation & Probe Development: The carboxylic acid functionality allows for conjugation to other molecules, useful in creating biochemical probes.

Basic Information

Product Name (2S,4R)-1-(tert-Butoxycarbonyl)-4-(Thiophen-3-Ylmethyl)Pyrrolidine-2-Carboxylic Acid
CAS No. 959582-97-9
Molecular Formula C16H23NO4S
Molecular Weight 325.42 g/mol
Synonyms Boc-4-(3-Thienylmethyl)-D-proline; (2S,4R)-1-Boc-4-(3-Thienylmethyl)proline; 1-[(1,1-Dimethylethoxy)carbonyl]-4-[(3-thienyl)methyl]-L-proline; (2S,4R)-1-(BOC)-4-(3-Thienylmethyl)-2-pyrrolidinecarboxylic Acid; 4-(Thiophen-3-ylmethyl)-1-Boc-proline; (2S,4R)-1-(tert-Butoxycarbonyl)-4-(3-thienylmethyl)pyrrolidine-2-carboxylic acid; tert-Butyl (2S,4R)-4-(thiophen-3-ylmethyl)-2-carboxypyrrolidine-1-carboxylate
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Quality Control

Our (2S,4R)-1-(tert-Butoxycarbonyl)-4-(Thiophen-3-Ylmethyl)Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical research and development. Certificates of Analysis (COA) with detailed chromatographic data are provided and available upon request.

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 product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccant or inert atmosphere conditions.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%

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

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