Description

[(S)-3-Amino-1-[[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]Carbonyl]-3-Oxopropyl]Carbamic Acid Benzyl Ester is a high-purity, chiral building block and pharmaceutical intermediate of significant commercial importance. Its core value lies in its bifunctional structure, featuring both a reactive N-hydroxysuccinimide (NHS) ester for efficient amide bond formation and a protected amino group, making it a critical reagent in peptide synthesis and bioconjugation. This compound is essential for researchers and manufacturers in the pharmaceutical and biotechnology sectors who require reliable, high-quality intermediates for developing active pharmaceutical ingredients (APIs), antibody-drug conjugates (ADCs), and other complex biomolecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of complex peptide-based drugs and therapeutic agents.
• Peptide Synthesis: Used as an activated ester derivative for the efficient, racemization-free coupling of amino acids in solid-phase and solution-phase peptide synthesis.
• Bioconjugation & ADC Development: Serves as a linker precursor or functional handle for attaching cytotoxic payloads to antibodies, proteins, or other biological molecules in antibody-drug conjugate (ADC) research.
• Protecting Group Chemistry: The benzyloxycarbonyl (Cbz) protecting group can be selectively removed, allowing for sequential synthetic strategies in complex molecule assembly.
• Chemical Biology & Proteomics: Employed in the design and synthesis of activity-based probes, affinity tags, and other tools for studying enzyme function and protein interactions.
• Custom Synthesis & R&D: A versatile starting material for contract research organizations (CROs) and fine chemical companies engaged in custom synthesis projects.

Basic Information

Item	Detail
Product Name	[(S)-3-Amino-1-[[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]Carbonyl]-3-Oxopropyl]Carbamic Acid Benzyl Ester
CAS No.	21688-19-7
Molecular Formula	C16H17N3O7
Molecular Weight	363.32 g/mol
Synonyms	Nα-Cbz-L-asparagine N-hydroxysuccinimide ester; Cbz-L-Asn-OSu; N-Carbobenzoxy-L-asparagine N-hydroxysuccinimide ester; (S)-2-(((Benzyloxy)carbonyl)amino)-4-((2,5-dioxopyrrolidin-1-yl)oxy)-4-oxobutanoic acid; Z-L-Asn-OSu; Cbz-Asn-OSu; Benzyl N-[(2S)-1-[(2,5-dioxopyrrolidin-1-yl)oxy]-1,4-dioxobutan-2-yl]carbamate
EINECS	Contact for details

Quality Control

Our production of [(S)-3-Amino-1-[[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]Carbonyl]-3-Oxopropyl]Carbamic Acid Benzyl Ester adheres to stringent quality management systems to ensure batch-to-batch consistency and high purity, critical for sensitive pharmaceutical applications. Each lot undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to confirm identity, potency, and impurity profiles. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting compliance with agreed specifications.

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 compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity. For long-term storage, consider desiccation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% (S-enantiomer)
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.