Description

(2S)-2-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-4-Pentynoic Acid Methyl Ester is a chiral, non-natural amino acid derivative featuring a terminal alkyne functional group, making it a versatile and high-value building block for advanced organic synthesis. Its core value lies in its dual functionality, serving as a protected amino acid ester for peptide coupling while the alkyne moiety enables click chemistry reactions, such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC). This compound is essential for researchers and manufacturers in pharmaceutical development, particularly for creating peptide-drug conjugates, bioconjugates, and novel chemical entities in medicinal chemistry.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel active pharmaceutical ingredients (APIs) and peptide-based therapeutics.
• Peptide Synthesis: Used as a protected amino acid building block in solid-phase and solution-phase peptide synthesis (SPPS) to introduce structural diversity.
• Bioconjugation & Probe Development: The terminal alkyne group enables efficient "click chemistry" for labeling biomolecules (proteins, antibodies, nucleic acids) with fluorescent dyes, drugs, or other functional tags.
• Medicinal Chemistry & SAR Studies: Employed to explore structure-activity relationships by incorporating alkyne-handled amino acid motifs into candidate drug molecules.
• Chemical Biology Tool: Facilitates the study of protein function and interactions through site-specific modification and activity-based protein profiling.
• Material Science: Serves as a monomer or cross-linker precursor for synthesizing specialized polymers with tailored properties.

Basic Information

Product Name	(2S)-2-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-4-Pentynoic Acid Methyl Ester
CAS No.	71460-02-1
Molecular Formula	C12H17NO4
Molecular Weight	239.27 g/mol
Synonyms	Boc-L-Propargylglycine-OMe; Methyl (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-ynoate; Boc-L-2-amino-4-pentynoic acid methyl ester; (S)-Methyl 2-((tert-butoxycarbonyl)amino)pent-4-ynoate; Boc-Propargylglycine-OMe; Boc-Pra-OMe; L-2-Amino-4-pentynoic acid methyl ester N-Boc derivative; N-Boc-L-propargylglycine methyl ester
EINECS	Contact for details

Quality Control

Our (2S)-2-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-4-Pentynoic Acid Methyl Ester is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing to ensure high chemical purity, correct stereochemistry, and consistency. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing specifications such as assay (HPLC), chiral purity, and impurity profiles. Our quality systems support development from research to commercial scale, ensuring reliable supply for critical applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This compound is hygroscopic (moisture-sensitive); therefore, containers should be kept tightly sealed and under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time corresponds to reference standard
Assay (HPLC)	≥97.0%
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.