Description

(3S,4S)-3-Fmoc-Amino-1-Diazo-4-Methyl-2-Hexanone is a specialized, non-natural amino acid derivative featuring a diazoketone functional group and an Fmoc-protected amine. This compound is a critical chiral building block in advanced organic synthesis, particularly for the construction of complex peptide mimetics and constrained molecular architectures. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and biotechnology sectors for applications in medicinal chemistry and drug discovery.

Application

• Peptidomimetic Synthesis: A key chiral intermediate for the solid-phase and solution-phase synthesis of peptide analogs and peptidomimetics with enhanced metabolic stability.
• Medicinal Chemistry Research: Used in the design and synthesis of novel bioactive compounds, enzyme inhibitors, and potential drug candidates.
• Chemical Biology Probes: Serves as a precursor for photoaffinity labeling agents or activity-based probes due to the reactive diazoketone moiety.
• Constrained Amino Acid Incorporation: Enables the introduction of sterically hindered, branched-chain amino acid motifs into peptides to study structure-activity relationships (SAR).
• Catalyst and Ligand Development: Potential use as a chiral scaffold for the development of asymmetric catalysts or chelating ligands.

Basic Information

Product Name	(3S,4S)-3-Fmoc-Amino-1-Diazo-4-Methyl-2-Hexanone
CAS No.	266359-44-8
Molecular Formula	C23H25N3O3
Molecular Weight	391.47 g/mol
Synonyms	(3S,4S)-3-[(9H-Fluoren-9-ylmethoxy)carbonyl]amino-1-diazo-4-methylhexan-2-one; Fmoc-(3S,4S)-DAMH; (3S,4S)-Fmoc-Amino-Diazo-Methyl-Hexanone; (3S,4S)-N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-diazo-4-methyl-2-hexanone-3-amine; (3S,4S)-3-[(Fmoc)amino]-1-diazo-4-methyl-2-hexanone; 1-Diazo-4-methyl-2-hexanone-3-yl Fmoc carbamate (3S,4S)-isomer
EINECS	Contact for details

Quality Control

Our (3S,4S)-3-Fmoc-Amino-1-Diazo-4-Methyl-2-Hexanone is produced under strict quality management protocols to ensure batch-to-batch consistency and high chemical purity suitable for research and development. All products undergo rigorous analytical testing, including chiral purity verification by HPLC. A comprehensive Certificate of Analysis (COA) detailing identity, purity (by HPLC/NMR), and chiral excess is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) for long-term stability. The compound is light-sensitive and should be handled under subdued lighting. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Purity (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% de
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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