Boc-L-Val-CHN2

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP25984

CAS No:67865-71-8

Synonyms/Alias:AmbotzBAA1308;SCHEMBL7121346;MolPort-008-267-416;67865-71-8

Chemical Name:N-alpha-t-Butyloxycarbonyl-L-valinyl-diazomethane, (3S)-3-Boc-amino-1-diazo-4-methyl-2-pentanone

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  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C11H19N3O3
M.W/Mr.
241,29 g/mole

Boc-L-Val-CHN2 is a Boc-protected L-valine derivative bearing a diazomethyl (CHN2) functionality, making it a specialized amino acid building block for downstream transformations where controlled introduction of a reactive diazo group is required. The combination of an N-Boc protecting group with the valine side-chain provides a stable, isolable intermediate that is commonly handled in peptide and medicinal chemistry workflows, particularly when diazo chemistry is used for functional group installation or chemical labeling strategies.

1. Diazo-Functional Intermediate Synthesis

Boc-L-Val-CHN2 is used as a diazo-bearing amino acid intermediate in medicinal chemistry and peptide-related synthetic campaigns that require incorporation of a diazo functionality at a defined stage. Researchers select this protected valine derivative to maintain the amino terminus in a protected form during assembly steps, while the CHN2 group provides a handle for subsequent conversion into more reactive or modifiable motifs under controlled conditions. This product is especially relevant when the diazo group must be introduced with amino acid stereochemical integrity preserved from the outset.

2. Peptide Segment Building Blocks

Boc-L-Val-CHN2 is applied in the preparation of modified peptide segments where a valine-derived unit bearing a diazo functionality is needed for later diversification. Peptide synthesis teams use Boc protection to manage compatibility with standard peptide assembly workflows, allowing the amino acid unit to be carried through coupling and fragment assembly steps before diazo-related downstream chemistry. This makes the reagent useful for constructing peptide analogs and peptidomimetic scaffolds that incorporate a chemically addressable site derived from the CHN2 functionality.

3. Chemical Biology Labeling Probes

Boc-L-Val-CHN2 is used by chemical biology groups to generate diazo-based labeling or tagging reagents that originate from an amino acid framework. The protected valine backbone helps maintain structural definition while the diazomethyl diazo group serves as a reactive precursor for probe construction, enabling researchers to prepare amino-acid-derived chemical tools for studying biomolecular interactions and reaction pathways in vitro. In these workflows, the reagent is valued for providing a stable starting point that can be converted into a functional probe component without losing the amino acid-derived stereochemical context.

4. Medicinal Chemistry Scaffold Diversification

Boc-L-Val-CHN2 supports medicinal chemistry programs that require diazo chemistry as part of scaffold diversification around a valine-like motif. Synthetic chemists use the Boc-protected amino acid to introduce a defined amino acid-derived fragment into larger molecules while deferring diazo-related reactivity to later steps in the synthesis plan. This approach is commonly adopted in structure-activity relationship studies where rapid generation of analogs with a chemically modifiable site is needed, and where the diazo functionality offers a practical route to further functional group installation.

Size
1 g;
InChI
1S/C11H19N3O3/c1-7(2)9(8(15)6-13-12)14-10(16)17-11(3,4)5/h6-7,9H,1-5H3,(H-,14,15,16)/b8-6-/t9-/m0/s1
InChI Key
BVAKVVGIQYXYRL-XZLDQRQTSA-N
Canonical SMILES
CC(C)C(C(=C[N+]#N)[O-])NC(=O)OC(C)(C)C

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