Description

(S)-3-Mercapto-Pyrrolidine-1-Carboxylic Acid tert-Butyl Ester is a high-value, chiral building block featuring a protected carboxylic acid group and a free thiol functionality. This compound is essential for the synthesis of complex molecules where precise stereochemistry and controlled reactivity are paramount. It is primarily utilized by research and development chemists in the pharmaceutical and agrochemical industries for creating novel active ingredients and advanced intermediates.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and production of protease inhibitors, enzyme modulators, and other bioactive molecules.
• Peptide Mimetics & Drug Discovery: Used to introduce the (S)-3-mercaptopyrrolidine moiety into peptide backbones, creating stable, drug-like compounds with enhanced metabolic properties.
• Ligand Synthesis for Catalysis: Serves as a precursor for chiral ligands and organocatalysts used in asymmetric synthesis.
• Agrochemical Research: Employed in the development of novel herbicides and pesticides with specific chiral activity.
• Chemical Biology Probes: Useful for bioconjugation and labeling studies due to the reactive thiol group.
• Custom Synthesis & Scale-Up: Available for contract manufacturing organizations (CMOs) requiring a reliable source of this specialized intermediate for kilo-lab to pilot-scale production.

Basic Information

Product Name	(S)-3-Mercapto-Pyrrolidine-1-Carboxylic Acid tert-Butyl Ester
CAS No.	156371-85-6
Molecular Formula	C9H17NO2S
Molecular Weight	203.30 g/mol
Synonyms	(S)-1-(tert-Butoxycarbonyl)-3-mercaptopyrrolidine; (S)-3-Mercaptopyrrolidine-1-carboxylic acid 1,1-dimethylethyl ester; (S)-N-Boc-3-mercaptopyrrolidine; tert-Butyl (S)-3-mercaptopyrrolidine-1-carboxylate; (S)-1-Boc-3-mercaptopyrrolidine; (S)-3-Mercapto-1-(tert-butoxycarbonyl)pyrrolidine; (S)-3-Mercaptopyrrolidine, N-Boc-protected; Boc-(S)-3-mercaptopyrrolidine
EINECS	Contact for details

Quality Control

Our (S)-3-Mercapto-Pyrrolidine-1-Carboxylic Acid tert-Butyl Ester is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for advanced synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C to minimize oxidation of the thiol group and ensure long-term stability. The material is moisture-sensitive; keep the container tightly sealed in a cool, dry place.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%

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