Description

(3S)-3-Z-Amino-1-Diazo-2-Butanone is a specialized chiral diazocarbonyl compound, a key synthetic intermediate in advanced organic synthesis. Its unique structure, featuring both a diazo and a protected amino group on a stereodefined carbon, makes it a valuable building block for constructing complex nitrogen-containing molecules with high stereochemical fidelity. This compound is essential for research and development chemists in the pharmaceutical and agrochemical industries, particularly for the synthesis of novel active ingredients, chiral ligands, and complex natural product analogs.

Application

• Pharmaceutical Intermediate: A crucial precursor in the synthesis of chiral β-amino acids, β-lactams, and other nitrogen-heterocycles with defined stereochemistry for drug discovery.
• Agrochemical Synthesis: Used in the development of novel chiral pesticides and herbicides, where stereochemistry can significantly impact biological activity and environmental profile.
• Catalyst & Ligand Development: Serves as a starting material for creating sophisticated chiral catalysts and ligands used in asymmetric synthesis.
• Peptidomimetics Research: Employed in the construction of peptide analogs and peptidomimetics to modulate biological activity and stability.
• Natural Product Synthesis: A valuable synthon in the total synthesis of complex natural products containing chiral amino ketone or diazo functionalities.
• Chemical Biology Probes: Utilized in the design and synthesis of photoaffinity labels or activity-based probes for studying enzyme mechanisms.

Basic Information

Product Name	(3S)-3-Z-Amino-1-Diazo-2-Butanone
CAS No.	28094-68-0
Molecular Formula	C5H7N3O
Molecular Weight	125.13 g/mol
Synonyms	(3S)-3-[(Benzyloxycarbonyl)amino]-1-diazo-2-butanone; (S)-3-[(Benzyloxycarbonyl)amino]-1-diazo-2-butanone; Z-D-Abu(1-Diazo)-OH; (S)-3-(Cbz-Amino)-1-diazo-2-butanone; 1-Diazo-3-[(phenylmethoxy)carbonyl]amino]-2-butanone, (3S)-; N-Cbz-3-amino-1-diazo-2-butanone; (3S)-3-(N-Carbobenzoxyamino)-1-diazo-2-butanone
EINECS	Contact for details

Quality Control

Our (3S)-3-Z-Amino-1-Diazo-2-Butanone is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity, critical for sensitive synthetic applications. We provide comprehensive Certificates of Analysis (COA) with each batch, detailing key parameters such as chiral purity (enantiomeric excess), chemical purity (HPLC), and identity confirmation. Our quality system is designed to support cGMP for pharmaceutical intermediate applications and meets the stringent requirements of research and development.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C (refrigerated) or below -20°C for long-term storage under an inert atmosphere (e.g., nitrogen or argon) to prevent oxidation and decomposition. The container should be kept in a cool, dry, well-ventilated place away from heat sources and incompatible materials.

Specification

Item	Specification
Appearance	Yellow to light brown crystalline powder or solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.