Description

(4R)-3-[(2S)-2-Mercaptopropanoyl]-4-Thiazolidinecarboxylic Acid is a high-purity, stereochemically defined chiral building block of significant interest in advanced pharmaceutical synthesis. Its core value lies in its unique thiazolidinecarboxylic acid scaffold and mercaptopropanoyl side chain, which are critical for constructing complex molecules with specific biological activities. This compound is essential for research and development chemists in the pharmaceutical and biotechnology sectors, particularly for the synthesis of novel drug candidates, enzyme inhibitors, and as a precursor for more complex heterocyclic systems.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the research and development of new active pharmaceutical ingredients (APIs), particularly in oncology and metabolic disease research.
• Peptidomimetic Chemistry: Used in the design and synthesis of peptidomimetics and constrained peptides to improve metabolic stability and bioavailability.
• Enzyme Inhibitor Scaffold: Serves as a core structure for developing inhibitors targeting specific enzymes like proteases or dehydrogenases.
• Ligand for Asymmetric Catalysis: Potential use as a precursor for chiral ligands or organocatalysts in asymmetric synthesis.
• Bioconjugation Chemistry: The thiol group offers a handle for site-specific bioconjugation in antibody-drug conjugate (ADC) research or protein labeling.
• Academic & Industrial Research: A valuable tool compound for methodological development in organic synthesis and medicinal chemistry programs.

Basic Information

Item	Details
Product Name	(4R)-3-[(2S)-2-Mercaptopropanoyl]-4-Thiazolidinecarboxylic Acid
CAS No.	67714-44-7
Molecular Formula	C7H9NO3S2
Molecular Weight	219.28 g/mol
Synonyms	(R)-3-[(S)-2-Mercaptopropanoyl]-4-thiazolidinecarboxylic acid; L-Thiazolidine-4-carboxylic acid, 3-[(2-mercapto-1-oxopropyl)]-, (3R,4R)-; (4R)-3-[(2S)-2-Mercaptopropionyl]-4-thiazolidinecarboxylic acid; (R)-3-[(S)-2-Mercaptopropionyl]thiazolidine-4-carboxylic acid; Stereoisomer of Thioproline derivative; Chiral thiazolidine carboxylate
EINECS	Contact for details

Quality Control

We supply (4R)-3-[(2S)-2-Mercaptopropanoyl]-4-Thiazolidinecarboxylic Acid with a focus on high chiral purity and chemical consistency, critical for sensitive synthetic applications. Our products undergo rigorous quality testing, including chiral HPLC and NMR, to ensure compliance with stringent research-grade standards. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and stereochemical purity is provided with each batch to support your quality assurance protocols.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) to minimize oxidation of the thiol group. The material is moisture-sensitive; keep the container tightly sealed in a cool, dry place. Allow the sealed container to reach room temperature before opening to prevent condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% de
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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