Description

(2S,4R)-1-[(tert-Butoxy)Carbonyl]-4-Sulfanylpyrrolidine-2-Carboxylic Acid is a high-purity, chiral building block of significant importance in advanced pharmaceutical synthesis. Its core value lies in the unique thiol-functionalized pyrrolidine scaffold, which is critical for constructing complex molecules with specific stereochemistry. This compound is essential for researchers and manufacturers in the pharmaceutical, biotechnology, and fine chemical industries developing novel therapeutics, particularly protease inhibitors and other bioactive molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of novel drug candidates, especially protease inhibitors and enzyme-targeted therapies.
• Peptide Mimetics & Conjugation: Used to introduce thiol functionality into peptide backbones for cyclization or for creating disulfide bridges in peptide mimetics.
• Bioconjugation Chemistry: Serves as a versatile linker or handle for site-specific bioconjugation of drugs to antibodies, proteins, or other biomolecules via thiol-maleimide or thiol-haloacetyl chemistry.
• Chemical Biology Probes: Employed in the development of activity-based probes and molecular tools for studying enzyme function and protein interactions.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or precursor in stereoselective synthesis to control the three-dimensional architecture of target molecules.
• Research & Development: A critical reagent in medicinal chemistry for structure-activity relationship (SAR) studies and lead optimization.

Basic Information

Product Name	(2S,4R)-1-[(tert-Butoxy)Carbonyl]-4-Sulfanylpyrrolidine-2-Carboxylic Acid
CAS No.	958879-77-1
Molecular Formula	C10H17NO4S
Molecular Weight	247.31 g/mol
Synonyms	(2S,4R)-1-Boc-4-mercaptoproline; (2S,4R)-1-(tert-Butoxycarbonyl)-4-mercaptopyrrolidine-2-carboxylic Acid; (2S,4R)-4-Mercaptoproline Boc Derivative; Boc-(2S,4R)-4-mercaptoproline; (2S,4R)-1-Boc-4-thiol-proline; trans-4-Mercapto-L-proline, 1-Boc derivative; 1-[(1,1-Dimethylethoxy)carbonyl]-4-mercapto-L-proline; (2S,4R)-4-SH-Pro(Boc)-OH
EINECS	Contact for details

Quality Control

Our (2S,4R)-1-[(tert-Butoxy)Carbonyl]-4-Sulfanylpyrrolidine-2-Carboxylic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity. We provide comprehensive analytical data, including HPLC purity, chiral purity, and identity confirmation via spectroscopic methods. Certificates of Analysis (COA) detailing all specifications are available for every batch upon request, supporting compliance with cGMP and ICH guidelines for pharmaceutical development.

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 prevent oxidation of the thiol group. For long-term storage, desiccate at -20°C. The container should be kept in a cool, dry, and well-ventilated area.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
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.