Description

Boc-(S)-α-(4-Iodo-Benzyl)-Proline is a high-purity, non-natural amino acid derivative featuring a Boc-protected proline core and a 4-iodobenzyl side chain. This compound is a critical chiral building block in pharmaceutical research and development, enabling the synthesis of complex, biologically active molecules. It is primarily utilized by medicinal chemists and process development scientists in the pharmaceutical and biotechnology industries for the creation of peptide-based therapeutics and drug candidates.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of novel drug candidates, particularly in protease inhibitor and peptidomimetic research.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis (SPPS) to introduce constrained proline analogs with modified aromatic side chains.
• Chemical Biology Probes: The iodine atom serves as a handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira) to create labeled or tagged molecules for target engagement studies.
• Library Synthesis: An essential component for generating diverse compound libraries in high-throughput screening for drug discovery programs.
• Process Chemistry: Employed in the scale-up and optimization of synthetic routes for active pharmaceutical ingredients (APIs) requiring this specific chiral scaffold.
• Academic Research: Used in universities and research institutes for studying peptide structure-activity relationships (SAR) and developing new synthetic methodologies.

Basic Information

Product Name	Boc-(S)-α-(4-Iodo-Benzyl)-Proline
CAS No.	1217686-40-2
Molecular Formula	C₁₇H₂₂INO₄
Molecular Weight	431.27 g/mol
Synonyms	(2S)-1-[(2-Methylpropan-2-yl)oxycarbonyl]-2-[(4-iodophenyl)methyl]pyrrolidine-2-carboxylic acid; (S)-1-Boc-2-(4-iodobenzyl)proline; tert-Butyl (2S)-2-[(4-iodophenyl)methyl]-2-carboxypyrrolidine-1-carboxylate; Boc-4-I-Bzl-Pro-OH; Boc-(S)-2-(4-Iodobenzyl)proline; N-Boc-4-iodobenzyl-L-proline; (S)-1-(tert-Butoxycarbonyl)-2-(4-iodobenzyl)pyrrolidine-2-carboxylic acid
EINECS	Contact for details

Quality Control

Our Boc-(S)-α-(4-Iodo-Benzyl)-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high chemical purity and chiral integrity, meeting the stringent requirements for pharmaceutical R&D. Certificates of Analysis (COA) are provided, detailing results for assay, enantiomeric excess, and impurity profiles as determined by HPLC, NMR, and optical rotation. We support compliance with relevant guidelines for advanced pharmaceutical intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); keep the container tightly sealed 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 (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Specific Rotation	Contact for details

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