Description

(S)-2-(Boc-Amino)-4-Methyl-4-Pentenoic Acid CAS NO 87325-47-1 is a high-purity, chiral non-natural amino acid derivative featuring a tert-butoxycarbonyl (Boc) protecting group and a reactive terminal alkene moiety. This compound is a critical building block in the synthesis of complex peptides and peptidomimetics, enabling precise control over stereochemistry and molecular architecture. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers for developing novel therapeutic agents, including protease inhibitors and other bioactive molecules.

Application

• Pharmaceutical Intermediates: A key chiral synthon in the research and production of active pharmaceutical ingredients (APIs), particularly for antiviral and anticancer drugs.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to introduce the non-proteinogenic amino acid residue with a protected amine and a functionalizable side chain.
• Chemical Biology Probes: Serves as a precursor for synthesizing labeled or tagged peptides used in drug discovery and mechanism-of-action studies.
• Bioconjugation: The terminal alkene group allows for site-specific modifications via click chemistry (e.g., thiol-ene reactions) for creating peptide-drug conjugates or biomaterials.
• Academic & Industrial Research: Employed in medicinal chemistry programs for structure-activity relationship (SAR) studies and library development.
• Catalyst & Ligand Development: Can be used as a precursor for chiral ligands in asymmetric catalysis.

Basic Information

Product Name	(S)-2-(Boc-Amino)-4-Methyl-4-Pentenoic Acid
CAS No.	87325-47-1
Molecular Formula	C11H19NO4
Molecular Weight	229.27 g/mol
Synonyms	(S)-2-((tert-Butoxycarbonyl)amino)-4-methylpent-4-enoic acid; Boc-L-4-methyl-4-pentenoic acid; (S)-2-(tert-Butoxycarbonylamino)-4-methyl-4-pentenoic acid; (S)-Boc-4-methyl-4-pentenoic acid; N-Boc-4-methyl-4-pentenoic-L-acid; N-(tert-Butoxycarbonyl)-4-methyl-4-pentenoic-L-acid; L-2-(Boc-amino)-4-methyl-4-pentenoic acid; (2S)-2-[[(2-Methylpropan-2-yl)oxycarbonyl]amino]-4-methylpent-4-enoic acid
EINECS	Contact for details

Quality Control

Our (S)-2-(Boc-Amino)-4-Methyl-4-Pentenoic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC to ensure enantiomeric purity and identity confirmation by NMR and mass spectrometry. We provide comprehensive Certificates of Analysis (COA) detailing purity, assay, and impurity profiles to support your regulatory and R&D documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability. Keep away from strong acids and organic solvents.

Specification

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