Description

Boc-(S)-α-(4-Methylbenzyl)-Proline CAS NO 706806-63-5 is a high-purity, non-natural amino acid derivative featuring a Boc-protected proline core with a chiral (S)-α-(4-methylbenzyl) side chain. This compound is a critical chiral building block and intermediate in the synthesis of complex pharmaceutical molecules, particularly for the development of protease inhibitors and other bioactive peptides. It is essential for research and production in pharmaceutical chemistry, medicinal chemistry, and advanced organic synthesis, where precise stereochemistry and high purity are paramount for successful outcomes.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of active pharmaceutical ingredients (APIs), especially for protease inhibitor drugs.
• Peptidomimetics Research: Used to construct peptide analogs with enhanced metabolic stability and bioavailability in drug discovery programs.
• Asymmetric Synthesis: Serves as a chiral auxiliary or starting material for the preparation of enantiomerically pure compounds.
• Medicinal Chemistry: Employed in structure-activity relationship (SAR) studies and the development of novel therapeutic candidates.
• Bioconjugation & Labeling: The reactive functional groups allow for site-specific modification of peptides and proteins.
• Academic & Industrial R&D: A valuable reagent for methodological development in organic chemistry and catalysis research.

Basic Information

Product Name	Boc-(S)-α-(4-Methylbenzyl)-Proline
CAS No.	706806-63-5
Molecular Formula	C₁₉H₂₇NO₄
Molecular Weight	333.42 g/mol
Synonyms	(S)-1-[(tert-Butoxycarbonyl)]-2-[(4-methylphenyl)methyl]pyrrolidine-2-carboxylic acid; (S)-1-Boc-2-(4-methylbenzyl)proline; Boc-S-α-(4-Methylbenzyl)proline; tert-Butyl (2S)-2-[(4-methylphenyl)methyl]-2-pyrrolidinecarboxylate; (S)-1-(tert-Butoxycarbonyl)-2-(4-methylbenzyl)proline; N-Boc-(S)-α-(4-Methylbenzyl)proline; (S)-N-Boc-2-(p-Methylbenzyl)proline; Boc-(S)-2-(4-Methylbenzyl)proline
EINECS	Contact for details

Quality Control

Our Boc-(S)-α-(4-Methylbenzyl)-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical R&D and production. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment to guarantee traceability and batch-to-batch consistency.

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 if opened for prolonged use.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
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.