Description

Ethyl 2-([(Benzyloxy)Carbonyl]Amino)-3-Sulfanylpropanoate is a protected cysteine derivative, specifically an S-benzyloxycarbonyl (Cbz) and N-ethyl ester-protected form of the amino acid. This compound is a critical building block in peptide synthesis and medicinal chemistry, offering controlled reactivity for the strategic introduction of cysteine residues. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel peptides, peptidomimetics, and therapeutic agents where precise thiol functionality is required.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected intermediate for the controlled incorporation of cysteine into peptide chains.
• Medicinal Chemistry & Drug Discovery: Serves as a versatile scaffold for synthesizing cysteine-containing drug candidates and molecular probes.
• Bioconjugation Chemistry: Used to introduce thiol-reactive handles onto biomolecules or materials for labeling and cross-linking applications.
• Chemical Biology Research: Essential for studying protein structure-function relationships and designing enzyme inhibitors.
• Pharmaceutical Intermediate: A high-purity starting material in the multi-step synthesis of complex active pharmaceutical ingredients (APIs).
• Protecting Group Strategy: Demonstrates orthogonal protection (Cbz for amine, ethyl ester for acid, benzyl for thiol) useful in complex multi-functional molecule synthesis.

Basic Information

Product Name	Ethyl 2-([(Benzyloxy)Carbonyl]Amino)-3-Sulfanylpropanoate
CAS No.	1396979-03-5
Molecular Formula	C13H17NO4S
Molecular Weight	283.34 g/mol
Synonyms	Ethyl N-[(benzyloxy)carbonyl]-L-cysteinate; N-Cbz-L-cysteine ethyl ester; N-Carbobenzoxy-L-cysteine ethyl ester; L-Cysteine, N-[(phenylmethoxy)carbonyl]-, ethyl ester; Ethyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfanylpropanoate; Cbz-Cys-OEt; Z-Cys-OEt
EINECS	Contact for details

Quality Control

Our Ethyl 2-([(Benzyloxy)Carbonyl]Amino)-3-Sulfanylpropanoate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and spectroscopic identification (NMR, IR, MS). Certificates of Analysis (COA) detailing all specifications are provided to ensure compliance with research and pharmaceutical-grade requirements.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) in a cool, dry place at 2-8°C to minimize oxidation and degradation of the thiol group. Allow the container to reach room temperature before opening to prevent moisture condensation.

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 Purity (Chiral HPLC)	≥ 99.0%
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.