Description

Boc-(R)-α-(3-Benzothiophenylmethyl)-Proline is a high-purity, non-natural amino acid derivative featuring a chiral proline core protected by a tert-butoxycarbonyl (Boc) group and substituted with a benzothiophene moiety. This compound is a critical chiral building block in modern pharmaceutical research and development, valued for its role in constructing complex, biologically active molecules. It is primarily utilized by medicinal chemists and process development scientists in the pharmaceutical and biotechnology industries for the synthesis of peptide-based therapeutics and protease inhibitors.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel drug candidates, particularly in the fields of oncology and virology.
• Peptidomimetic Synthesis: Used to incorporate constrained, non-natural amino acid structures into peptides to enhance metabolic stability, bioavailability, and target selectivity.
• Protease Inhibitor Development: Serves as a core scaffold or side-chain component in the design of inhibitors for various proteolytic enzymes.
• Chemical Biology Probes: Employed in the synthesis of labeled or tagged compounds for studying enzyme mechanisms and protein-protein interactions.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective organic synthesis to induce chirality in target molecules.
• Custom Synthesis & Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for the production of APIs (Active Pharmaceutical Ingredients) under cGMP conditions.

Basic Information

Item	Detail
Product Name	Boc-(R)-α-(3-Benzothiophenylmethyl)-Proline
CAS No.	959576-48-8
Molecular Formula	C20H25NO4S
Molecular Weight	375.48 g/mol
Synonyms	(R)-1-[(1,1-Dimethylethoxy)carbonyl]-3-[(3-benzothienyl)methyl]-2-pyrrolidinecarboxylic acid; (R)-1-Boc-3-(3-Benzothiophenylmethyl)proline; tert-Butyl (2R)-3-[(1-Benzothiophen-3-yl)methyl]-2-(carboxy)pyrrolidine-1-carboxylate; (R)-1-(tert-Butoxycarbonyl)-3-(3-benzothienylmethyl)proline; Boc-(R)-3-(3-Benzothienylmethyl)proline; (R)-Boc-3-(3-Benzothienylmethyl)proline; (R)-1-Boc-3-(3-Benzothienylmethyl)-2-pyrrolidinecarboxylic acid
EINECS	Contact for details

Quality Control

Our Boc-(R)-α-(3-Benzothiophenylmethyl)-Proline is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral assay, NMR and IR for structural confirmation, and residual solvent analysis to ensure compliance with ICH guidelines. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting the specific results for your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); keep the container tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
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.