Description

trans-4-Cyclohexyl-L-Proline is a non-proteinogenic, conformationally constrained proline derivative featuring a cyclohexyl substituent at the 4-position of the pyrrolidine ring. This structural motif is highly valuable in medicinal chemistry for its role in modulating peptide backbone conformation and enhancing metabolic stability, lipophilicity, and receptor binding affinity. It serves as a critical chiral building block and scaffold for pharmaceutical researchers developing novel therapeutics, particularly in the areas of protease inhibitors, peptidomimetics, and bioactive cyclic peptides.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new drug candidates, especially protease inhibitors (e.g., HCV NS3/4A protease) and GPCR-targeted therapies.
• Peptidomimetics & Constrained Peptides: Used to introduce conformational rigidity into peptide sequences, improving their bioavailability, selectivity, and resistance to enzymatic degradation.
• Asymmetric Synthesis & Catalysis: Employed as a precursor for designing novel chiral ligands, organocatalysts, and auxiliaries in stereoselective transformations.
• Biochemical Research: Utilized as a tool compound in structural biology and enzymology studies to investigate protein-ligand interactions and enzyme mechanisms.
• Agrochemical Research: Acts as a building block for developing novel, bioactive compounds with potential herbicidal or insecticidal properties.

Basic Information

Product Name	trans-4-Cyclohexyl-L-Proline
CAS No.	130092-20-5
Molecular Formula	C11H19NO2
Molecular Weight	197.27 g/mol
Synonyms	(2S,4R)-4-Cyclohexylpyrrolidine-2-carboxylic acid; trans-L-4-Cyclohexylproline; (4R)-4-Cyclohexyl-L-proline; L-trans-4-Cyclohexylproline; 4-cHex-L-Pro; 4-Cyclohexyl-L-proline (trans); UNII-7P3Q6U4Q3R; (2S,4R)-4-Cyclohexyl-2-pyrrolidinecarboxylic acid
EINECS	Contact for details

Quality Control

Our trans-4-Cyclohexyl-L-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical research and development. A comprehensive Certificate of Analysis (COA) detailing identity, purity (typically ≥98% by HPLC), enantiomeric excess, and impurity profiles is provided with every shipment to guarantee traceability and batch-to-batch consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed in a dry environment to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Enantiomeric Purity (Chiral HPLC)	≥ 99.0% e.e.
Loss on Drying	≤ 1.0%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 20 ppm
Specific Rotation	Contact for details

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