Description

(2S,4S)-1-Fmoc-4-(Allyloxycarbonylamino)-2-Pyrrolidinecarboxylic Acid is a high-purity, stereochemically defined Fmoc-protected amino acid derivative, serving as a critical chiral building block in advanced organic synthesis. Its primary value lies in enabling the precise construction of complex peptide and peptidomimetic structures, where the defined (2S,4S) stereochemistry is essential for biological activity. This compound is indispensable for researchers and manufacturers in pharmaceutical development, particularly for creating constrained peptides, protease inhibitors, and other bioactive molecules.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected intermediate for the controlled incorporation of the (2S,4S)-configured 4-amino-2-pyrrolidinecarboxylic acid scaffold into peptide chains.
• Peptidomimetic Drug Discovery: Used to synthesize conformationally restricted peptide analogs to enhance metabolic stability, potency, and selectivity for novel therapeutics.
• Protease Inhibitor Development: Serves as a core structural element in the design of inhibitors targeting specific proteases (e.g., DPP-4, thrombin).
• Combinatorial Chemistry Libraries: Employed to generate diverse libraries of chiral, non-natural amino acid derivatives for high-throughput screening.
• Chemical Biology Probes: Facilitates the synthesis of labeled or tagged peptide probes for studying protein-protein interactions and enzyme mechanisms.
• Academic & Industrial R&D: A fundamental reagent for research in medicinal chemistry, asymmetric synthesis, and peptide science.

Basic Information

Product Name	(2S,4S)-1-Fmoc-4-(Allyloxycarbonylamino)-2-Pyrrolidinecarboxylic Acid
CAS No.	274676-10-7
Molecular Formula	C24H24N2O6
Molecular Weight	436.46 g/mol
Synonyms	1-Fmoc-4-[(allyloxy)carbonylamino]-(2S,4S)-pyrrolidine-2-carboxylic acid; Fmoc-Acp(Alloc)-OH; (2S,4S)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-[(2-propen-1-yloxy)carbonylamino]-2-pyrrolidinecarboxylic acid; (2S,4S)-4-(Allyloxycarbonylamino)-1-(9-fluorenylmethoxycarbonyl)pyrrolidine-2-carboxylic acid; Fmoc-(2S,4S)-4-N-Alloc-aminoproline-OH; Nα-Fmoc-Nδ-Alloc-(2S,4S)-diaminoproline
EINECS	Contact for details

Quality Control

Our (2S,4S)-1-Fmoc-4-(Allyloxycarbonylamino)-2-Pyrrolidinecarboxylic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity, suitable for demanding research and pre-clinical development. Each lot undergoes comprehensive analytical characterization, including HPLC purity and chiral integrity verification. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting specifications for identity, purity, and related substances.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing 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
Purity (HPLC)	≥ 97.0%
Specific Rotation [α]D20	Contact for details
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines

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