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(2S, 4S)-Boc-4-Amino-1-Fmoc-Pyrrolidine-2-Carboxylic Acid CAS NO 221352-74-5


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CAS No.:221352-74-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S, 4S)-Boc-4-Amino-1-Fmoc-Pyrrolidine-2-Carboxylic Acid is a high-purity, dual-protected amino acid derivative essential for advanced peptide synthesis. This compound serves as a critical chiral building block, enabling the precise construction of complex peptide architectures with defined stereochemistry. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers developing novel therapeutic peptides, peptidomimetics, and other bioactive molecules.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key intermediate for the controlled incorporation of the constrained (S)-proline analog into peptide chains, influencing secondary structure.
  • Pharmaceutical Research: Used in the discovery and development of peptide-based drugs targeting GPCRs, enzymes, and protein-protein interactions.
  • Peptidomimetic Design: Facilitates the creation of metabolically stable analogs by providing a rigid, stereodefined pyrrolidine scaffold.
  • Combinatorial Chemistry: Employed in libraries for high-throughput screening to identify new lead compounds with enhanced biological activity.
  • API Intermediate Manufacturing: Serves as a chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs) with complex peptide backbones.
  • Bioconjugation: The orthogonal Boc and Fmoc protecting groups allow for selective deprotection, making it useful for site-specific labeling and conjugation strategies.

Basic Information

Item Detail
Product Name (2S, 4S)-Boc-4-Amino-1-Fmoc-Pyrrolidine-2-Carboxylic Acid
CAS No. 221352-74-5
Molecular Formula C26H30N2O6
Molecular Weight 466.53 g/mol
Synonyms (2S,4S)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-[(tert-butoxycarbonyl)amino]pyrrolidine-2-carboxylic acid; Fmoc-(2S,4S)-4-(Boc-amino)proline; (2S,4S)-4-[(tert-Butoxycarbonyl)amino]-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid; Boc-4-Amino-Fmoc-proline(2S,4S); Fmoc-Aze(Boc)-OH; (2S,4S)-4-(Boc-amino)-1-Fmoc-azetidine-2-carboxylic acid (common misnomer for pyrrolidine); CAS 221352-74-5
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Quality Control

Every batch of (2S, 4S)-Boc-4-Amino-1-Fmoc-Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. We employ advanced analytical techniques including HPLC, NMR, and MS to verify identity, chiral purity, and chemical purity, ensuring compliance with research and cGMP-grade standards. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This product is hygroscopic (moisture-sensitive); containers must be kept tightly sealed in a dry environment to maintain stability and purity. Allow the sealed container to reach room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Complies with ICH Q3C

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

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