Description

Boc-(R)-α-(2-Thiophenylmethyl)-Proline is a high-purity, non-natural amino acid derivative featuring a chiral center and a thiophene-protected side chain. This compound is a critical chiral building block in the synthesis of complex pharmaceutical intermediates, particularly for protease inhibitors and other bioactive molecules. It is essential for research and development chemists in the pharmaceutical, biotechnology, and fine chemical sectors who require enantiomerically pure components for advanced drug discovery and process development.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and production of active pharmaceutical ingredients (APIs), especially for protease inhibitor drugs.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis to introduce a constrained proline analog with a thiophene-containing side chain, modifying peptide conformation and activity.
• Medicinal Chemistry Research: Serves as a valuable building block for creating focused libraries of novel compounds in drug discovery programs targeting various diseases.
• Bioconjugation: The Boc-protected amine and carboxylic acid functional groups allow for selective deprotection and conjugation in the development of peptide-drug conjugates or labeled biomolecules.
• Asymmetric Synthesis Catalyst Precursor: Can be utilized to develop novel chiral ligands or organocatalysts for asymmetric transformations.

Basic Information

Product Name	Boc-(R)-α-(2-Thiophenylmethyl)-Proline
CAS No.	959578-32-6
Molecular Formula	C16H21NO4S
Molecular Weight	323.41 g/mol
Synonyms	(2R)-1-[(1,1-Dimethylethoxy)carbonyl]-2-[(2-thienyl)methyl]pyrrolidine-2-carboxylic acid; (R)-1-Boc-2-((thiophen-2-yl)methyl)proline; tert-Butyl (2R)-2-[(thiophen-2-yl)methyl]pyrrolidine-1-carboxylate-2-carboxylic acid; Boc-(R)-2-(2-Thienylmethyl)proline; (R)-1-Boc-2-(2-thiophenylmethyl)proline; Boc-R-2-Thienylmethyl-Pro-OH; (2R)-1-(tert-Butoxycarbonyl)-2-[(thiophen-2-yl)methyl]pyrrolidine-2-carboxylic acid
EINECS	Contact for details

Quality Control

Our Boc-(R)-α-(2-Thiophenylmethyl)-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC for enantiomeric purity and standard pharmacopeial methods for identity and assay, to ensure it meets the high standards required for pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing purity, chiral 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 15-25°C. This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Single Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤2.0%

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