Description

Racemic Fmoc-cis-3-Phenyl-Pyrrolidine-2-Carboxylic Acid is a high-purity, non-natural amino acid derivative featuring a protected carboxylic acid group and a base-labile Fmoc group. This compound is a critical building block for the solid-phase synthesis of complex peptides and peptidomimetics, enabling the introduction of a constrained, phenyl-substituted pyrrolidine scaffold. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers engaged in drug discovery, particularly for developing protease inhibitors and other bioactive molecules.

Application

• Peptide Synthesis: A key Fmoc-protected amino acid for the automated solid-phase peptide synthesis (SPPS) of novel peptide sequences.
• Drug Discovery: Serves as a vital intermediate in medicinal chemistry for creating libraries of peptidomimetics and small molecule candidates targeting various diseases.
• Protease Inhibitor Development: The constrained cis-pyrrolidine structure is valuable for designing inhibitors of enzymes like dipeptidyl peptidase-4 (DPP-4) and prolyl oligopeptidase.
• Chemical Biology Research: Used to incorporate a rigid, chiral probe into peptides to study protein-protein interactions and structure-activity relationships (SAR).
• API Intermediate: Acts as a sophisticated chiral synthon in the multi-step synthesis of potential Active Pharmaceutical Ingredients (APIs).
• Custom Synthesis: Employed by CDMOs (Contract Development and Manufacturing Organizations) for the bespoke production of complex organic molecules for clients.

Basic Information

Product Name	Racemic Fmoc-cis-3-Phenyl-Pyrrolidine-2-Carboxylic Acid
CAS No.	181824-45-3
Molecular Formula	C26H23NO4
Molecular Weight	413.46 g/mol
Synonyms	Fmoc-cis-3-phenylproline; (2S,3R)- and (2R,3S)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-phenylpyrrolidine-2-carboxylic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-cis-3-phenylproline; Fmoc-3-Phg(3-Ph)-OH; Fmoc-cis-β3-hPhe(3-Ph)-OH; N-α-Fmoc-cis-3-phenylproline; (±)-Fmoc-cis-3-phenylproline; 9-Fluorenylmethyloxycarbonyl-cis-3-phenylproline
EINECS	Contact for details

Quality Control

Our Racemic Fmoc-cis-3-Phenyl-Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for pharmaceutical research and peptide synthesis. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the sealed container to reach room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	Racemic mixture (cis isomer)
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 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.