N2-tert-butoxycarbonyl-(S)-2,4-diaminobutanoic acid, CAS No. 25691-37-6

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25691-37-6

Catalog No. EBD22441

CAS 25691-37-6

Name N2-tert-butoxycarbonyl-(S)-2,4-diaminobutanoic acid

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Basic Information

Synonyms: Boc-Dab-OH Na-Boc-L-2,4-diaminobutyricacid N-Boc-L-2,4-diaminobutyricacid Boc-Dab (2S)-4-ammonio-2-[(tert-butoxycarbonyl)amino]butanoate 4-amino-2-[(tert-butoxycarbonyl)amino]butanoicacid 2-amino-4-[(tert-butoxycarbonyl)amino]butanoicacid Boc-L-2,4-diaminobutyricacid (S)-4-amino-2-(tert-butoxycarbonylamino)butanoicacid N2-tert-butoxycarbonyl-(S)-2,4-diaminobutanoicacid

Molecular Formula: C9H18N2O4

Molecular Weight: 218.25

MDL Number: MFCD00236841

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

N-Boc-L-2,4-diaminobutyric acid is a protected derivative of the non-proteinogenic amino acid L-2,4-diaminobutyric acid (L-Dab). It features a tert-butoxycarbonyl (Boc) group protecting the α-amino functionality, leaving the side-chain amino group available for further chemical modification. This compound serves as a crucial building block in peptide synthesis and medicinal chemistry. Its primary application is in the solid-phase and solution-phase synthesis of peptides and peptidomimetics that incorporate the L-Dab residue. The Dab side chain, with its additional amino group, is valuable for introducing positive charge, enhancing water solubility, or serving as a site for conjugation or cross-linking in bioactive molecules. It is particularly relevant in the research and development of antimicrobial peptides (AMPs) and other therapeutic agents. As a specialty amino acid derivative, it is a key intermediate for constructing more complex molecular architectures in drug discovery programs. The Boc-protected form ensures compatibility with standard Fmoc-based peptide synthesis protocols, making it a staple reagent in bioconjugation and the preparation of novel peptide-based pharmaceuticals.

Physical Properties

Boiling Point: 385.5 °C at 760 mmHg

Flash Point: 186.9 °C

Density: 1.16 g/cm3

Storage: Store at RT.