Description

n-α-Benzyloxycarbonyl-L-Isoleucinyl-Diazomethane, (3S,4S)-3-Z-Amino-1-Diazo-4-Methyl-2-Hexanone CAS NO 114715-76-3 is a specialized, high-purity chiral diazomethane derivative used as a key building block in advanced organic synthesis. Its primary value lies in its role as a carbene precursor and a protected amino acid derivative, enabling precise and efficient carbon-carbon bond formation under mild conditions. This compound is essential for researchers and manufacturers in pharmaceutical development, particularly for the synthesis of complex peptides, peptidomimetics, and other bioactive molecules requiring high stereochemical fidelity.

Application

• Pharmaceutical Intermediate: A critical precursor in the synthesis of novel active pharmaceutical ingredients (APIs), especially for peptide-based drugs and enzyme inhibitors.
• Peptide Chemistry: Used in the construction of complex peptide chains and peptidomimetics, leveraging its protected isoleucine moiety and reactive diazo functionality.
• Carbene Chemistry: Serves as a stable, user-friendly source of carbenes for cyclopropanation, X-H insertion (C-H, O-H, N-H), and other metal-catalyzed transformations in medicinal chemistry.
• Asymmetric Synthesis: Employed in stereoselective synthesis routes due to its defined (3S,4S) chiral centers, crucial for creating molecules with specific biological activity.
• Bioconjugation & Probe Development: Useful for labeling biomolecules or creating chemical probes for biochemical and diagnostic research applications.
• Academic & Process R&D: A valuable reagent for method development and exploring new synthetic pathways in academic and industrial research laboratories.

Basic Information

Item	Details
Product Name	n-α-Benzyloxycarbonyl-L-Isoleucinyl-Diazomethane, (3S,4S)-3-Z-Amino-1-Diazo-4-Methyl-2-Hexanone
CAS No.	114715-76-3
Molecular Formula	C20H27N3O4
Molecular Weight	373.45 g/mol
Synonyms	Z-Ile-CHN2; (3S,4S)-3-[(Benzyloxy)carbonyl]amino-1-diazo-4-methyl-2-hexanone; N-Cbz-L-Isoleucinyl Diazomethane; Nα-Cbz-L-Isoleucine Diazomethyl Ketone; L-Isoleucine, N-[(phenylmethoxy)carbonyl]-, diazomethyl ketone; Z-L-Ile-CHN2; (3S,4S)-3-(Benzyloxycarbonylamino)-1-diazo-4-methylhexan-2-one
EINECS	Contact for details

Quality Control

Our production of this advanced synthetic intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is fully characterized and undergoes rigorous analytical testing, including HPLC for purity and chiral integrity assessment. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your quality and regulatory requirements.

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) in a dedicated freezer. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress and decomposition. Handle with appropriate safety precautions for diazo compounds.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 1.0%
Solubility	Soluble in common organic solvents (DCM, THF, DMF)

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