Description

Boc-(R)-α-(5-Bromo-2-Thiophenylmethyl)-Proline is a high-purity, non-natural amino acid derivative featuring a Boc-protected proline core with a chiral 5-bromo-2-thiophenylmethyl substituent. This compound serves as a critical chiral building block and advanced pharmaceutical intermediate for the synthesis of complex bioactive molecules. It is primarily utilized by research institutions and pharmaceutical companies engaged in drug discovery, particularly for developing protease inhibitors, peptidomimetics, and other therapeutic agents targeting metabolic and neurological disorders.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel Active Pharmaceutical Ingredients (APIs), especially for protease inhibitor candidates.
• Peptidomimetic Synthesis: Used to construct constrained peptide analogs and peptidomimetics to enhance metabolic stability and bioavailability in drug design.
• Medicinal Chemistry Research: Serves as a versatile building block for structure-activity relationship (SAR) studies and combinatorial chemistry libraries.
• Bioconjugation & Probe Development: Employed in the synthesis of labeled compounds and molecular probes for biochemical and diagnostic applications.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective organic synthesis to introduce complex molecular architectures.

Basic Information

Product Name	Boc-(R)-α-(5-Bromo-2-Thiophenylmethyl)-Proline
CAS No.	959578-36-0
Molecular Formula	C20H24BrNO4S
Molecular Weight	454.38 g/mol
Synonyms	1-tert-Butyl (2R)-2-[(5-bromo-2-thienyl)methyl]-1,2-pyrrolidinedicarboxylate; (R)-1-Boc-2-[(5-bromo-2-thienyl)methyl]proline; Boc-(R)-2-((5-Bromo-2-thienyl)methyl)proline; tert-Butyl (2R)-2-[(5-bromo-2-thienyl)methyl]pyrrolidine-1,2-dicarboxylate; (2R)-1-[(2-Methylpropan-2-yl)oxycarbonyl]-2-[(5-bromo-2-thienyl)methyl]pyrrolidine-2-carboxylic acid; Boc-5-Bromo-2-thiophenylmethyl-(R)-proline; N-Boc-α-(5-Bromo-2-thienylmethyl)-(R)-proline
EINECS	Contact for details

Quality Control

Our Boc-(R)-α-(5-Bromo-2-Thiophenylmethyl)-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure compliance with high-purity research and pharmaceutical intermediate standards. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available upon request to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container should be kept 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 (HPLC)	Retention time matches reference standard
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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