Description

n-α-Benzyloxycarbonyl-L-Valinyl-Diazomethane, (3S)-3-Z-Amino-1-Diazo-4-Methyl-2-Pentanone is a specialized chiral diazoketone derivative used as a key building block in advanced organic synthesis. This compound matters for its role as a versatile precursor in the synthesis of complex peptides and heterocyclic compounds, enabling precise molecular construction. It is primarily needed by research chemists and process development scientists in the pharmaceutical and biotechnology industries for the development of new active pharmaceutical ingredients (APIs) and fine chemicals.

Application

• Peptide Synthesis: Serves as a protected valine-derived diazoketone reagent for the controlled elongation of peptide chains, particularly in solid-phase peptide synthesis (SPPS).
• API Intermediate: A critical precursor in the multi-step synthesis of complex pharmaceutical compounds, especially those requiring chiral, non-natural amino acid motifs.
• Heterocycle Formation: Utilized in Wolff rearrangement and related reactions to generate reactive ketene intermediates for the construction of lactams and other nitrogen-containing heterocycles.
• Chemical Biology Probes: Employed in the design and synthesis of activity-based probes and molecular tags for studying enzyme function and protein interactions.
• Asymmetric Synthesis: Acts as a chiral synthon for introducing the (S)-valine configuration into target molecules with high stereochemical fidelity.
• Cross-Coupling Reagents: Can be used in metal-catalyzed cross-coupling reactions to form new carbon-carbon bonds in complex molecular architectures.

Basic Information

Product Name	n-α-Benzyloxycarbonyl-L-Valinyl-Diazomethane, (3S)-3-Z-Amino-1-Diazo-4-Methyl-2-Pentanone
CAS No.	90105-46-7
Molecular Formula	C16H19N3O4
Molecular Weight	317.34 g/mol
Synonyms	Z-Val-CHN2; (S)-N-[(Benzyloxy)carbonyl]valyldiazomethane; (3S)-3-[(Benzyloxycarbonyl)amino]-1-diazo-4-methyl-2-pentanone; Z-L-Valinyl-Diazomethane; Cbz-Val-CHN2; N-Carbobenzoxy-L-valyldiazomethane; 1-Diazo-3-[(phenylmethoxy)carbonyl]amino]-4-methyl-2-pentanone, (3S)-
EINECS	Contact for details

Quality Control

Our n-α-Benzyloxycarbonyl-L-Valinyl-Diazomethane is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing to ensure high chemical purity and chiral integrity, critical for sensitive synthetic applications. Certificates of Analysis (COA) detailing identity, purity (by HPLC), and chiral purity are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C (refrigerated) or as specified on the label or COA. This material is light-sensitive and should be stored away from light. It is also easily oxidized; for long-term storage, consider storing under an inert atmosphere such as argon or nitrogen. Keep container tightly sealed in a dry and well-ventilated place.

Specification

Item	Specification
Appearance	White to off-white powder or crystals
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference standard
Assay (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.