Description

H-Dab(Boc)-OH ((2S)-2-amino-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid) is a high-purity, Boc-protected amino acid derivative widely used in peptide synthesis and pharmaceutical research. With the molecular formula C₉H₁₈N₂O₄ and CAS number 10270-94-7, this compound serves as a critical building block for introducing the diamino butyric acid (Dab) moiety into peptide chains while protecting the side-chain amine with a tert-butoxycarbonyl (Boc) group. Its chiral purity (>98%) ensures optimal performance in solid-phase peptide synthesis (SPPS) and solution-phase coupling reactions. This white to off-white crystalline powder is rigorously tested via HPLC, NMR, and MS to meet the stringent requirements of medicinal chemistry and bioconjugation applications. Store under inert conditions at -20°C for long-term stability.

Properties

• CAS Number: 10270-94-7
• Complexity: 235
• IUPAC Name: (2S)-2-amino-4-(tert-butoxycarbonylamino)butanoic acid
• InChI: InChI=1S/C9H18N2O4/c1-9(2,3)15-8(14)11-5-4-6(10)7(12)13/h6H,4-5,10H2,1-3H3,(H,11,14)(H,12,13)/t6-/m0/s1
• InChI Key: ICJFZQLAIOCZNG-LURJTMIESA-N
• Exact Mass: 218.12665706
• Molecular Formula: C9H18N2O4
• Molecular Weight: 218.25
• SMILES: CC(C)(C)OC(=O)NCC[C@@H](C(=O)O)N
• Topological: 102
• Monoisotopic Mass: 218.12665706
• Synonyms: 10270-94-7, H-DAB(BOC)-OH, H-Daba(Boc)-OH, Butanoic acid, 2-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-, (S)-2-AMINO-4-(TERT-BUTOXYCARBONYLAMINO)BUTANOIC ACID, (2S)-2-amino-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic Acid, (S)-2-Amino-4-((tert-butoxycarbonyl)amino)butanoic acid, (2s)-2-amino-4-[(tert-butoxycarbonyl)amino]butanoic acid, (2S)-2-azaniumyl-4-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate, MFCD00236842, Ngamma-Boc-L-2,4-diaminobutyric acid, ICJFZQLAIOCZNG-LURJTMIESA-N, (S)-2-Amino-4-(Boc-amino)butanoic Acid, SCHEMBL3916161, DTXSID80427150, AKOS022177993, HY-W047788, AS-39243, CS-0099795

Application

H-Dab(Boc)-OH is extensively employed in peptide synthesis as a Boc-protected derivative of 2,4-diaminobutyric acid (Dab), enabling controlled incorporation of this non-proteinogenic amino acid into peptide sequences. It is particularly valuable in constructing peptidomimetics, constrained peptides, and linker systems for drug delivery. The Boc group provides orthogonal protection for the side-chain amine during Fmoc-based SPPS, allowing selective deprotection for further modifications. Researchers also utilize this compound in the development of enzyme inhibitors, antibody-drug conjugates (ADCs), and stabilized bioactive peptides.

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