Boc-L-Pra-OH*DCHA

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

CAT No: CP25954

CAS No:63039-49-6

Synonyms/Alias:63039-48-5;Boc-L-Propargylglycine;(S)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoicacid;Boc-propargyl-Gly-OH;N-Boc-2-Propargyl-L-glycine;(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-ynoicacid;Boc-Gly(propargyl)-OH;AC1Q1MRK;N-Boc-L-propargylglycine;Boc-L-2-propargylglycine;SCHEMBL755894;AC1MC190;CTK8B5095;AMKHAJIFPHJYMH-ZETCQYMHSA-N;MolPort-001-758-717;ACT03116;ZINC2379438;(S)-2-Boc-amino-4-pentynoicacid;ANW-47552;CB-764;MFCD01320855;AKOS015919573;(S)-2-(Boc-amino)-4-pentynoicAcid;BL376-1;AJ-34579

Chemical Name:N-alpha-(t-Butyloxycarbonyl)-L-propargylglycine dicyclohexylamine

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C10H15NO4
M.W/Mr.
213,23*181,32 g/mole

Boc-L-Pra-OH*DCHA is a Boc-protected L-amino acid building block featuring a side chain characteristic of Pra (often used in medicinal chemistry and peptide chemistry contexts) and supplied as a dicyclohexylamine (DCHA) salt to improve handling and crystallinity. The N-terminus is protected with a Boc group, making it a practical reagent for controlled peptide assembly and for preparing defined amino acid segments in both research and custom synthesis workflows. Its protected, salt-associated form supports downstream coupling chemistry while maintaining the stereochemical integrity required for stereodefined peptide products.

1. Solid-Phase Peptide Synthesis

Boc-L-Pra-OH*DCHA is used by peptide synthesis groups to introduce the Pra residue into peptide sequences during solid-phase peptide synthesis, where N-Boc protection helps maintain selective reactivity and supports sequential chain elongation. Custom peptide manufacturers and academic peptide chemistry labs commonly select this type of protected amino acid building block when they need reliable, stereodefined incorporation of a specific residue into short peptides, peptide libraries, and SAR-focused analog series. The DCHA salt form improves practical weigh-out and handling compared with free amino acids in many peptide workflows, helping maintain consistent coupling inputs for routine automated or semi-automated peptide assembly.

2. Solution-Phase Segment Coupling

Boc-L-Pra-OH*DCHA is also applied in solution-phase peptide synthesis for segment condensation and fragment coupling strategies, where protected amino acid units are assembled into larger intermediates prior to final deprotection and purification. Medicinal chemistry teams developing peptidomimetic scaffolds or constrained peptide analogs frequently rely on Boc-protected amino acid building blocks to manage orthogonality and reactivity across multiple functional groups during stepwise synthesis. In these workflows, the reagent's stereodefined L-configuration and Boc protection support the preparation of well-defined peptide intermediates suitable for subsequent purification and characterization.

3. Pharmaceutical Intermediate Development

Boc-L-Pra-OH*DCHA is used in pharmaceutical intermediate development when a specific, stereochemically defined amino acid residue must be incorporated into advanced intermediates for peptide-based leads, linker-containing constructs, or synthetic precursors to bioactive peptide candidates. Process chemistry and CMC-oriented research groups value protected amino acid salts for reproducible input material properties across multi-step manufacturing campaigns, particularly when isolations and transfers are required between synthesis stages. The Boc-protected functionality aligns with common downstream deprotection and purification sequences used to deliver defined peptide or peptide-like intermediates for further elaboration.

Size
1 g;5 g;
InChI
1S/C10H15NO4/c1-5-6-7(8(12)13)11-9(14)15-10(2,3)4/h1,7H,6H2,2-4H3,(H,11,14)(H,12,13)/t7-/m0/s1
InChI Key
AMKHAJIFPHJYMH-ZETCQYMHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC#C)C(=O)O

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