Description

Boc-Dab(Boc)-OH.DCHA (CAS No. 201472-66-4) is a high-purity, protected amino acid derivative widely utilized in peptide synthesis and pharmaceutical research. This compound features a molecular formula of C₂₆H₄₉N₃O₆ and consists of (2S)-2,4-bis[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid paired with N-cyclohexylcyclohexanamine (DCHA) as a salt. The dual Boc-protection ensures excellent stability during solid-phase peptide synthesis (SPPS) and other sensitive reactions. With its IUPAC name (2S)-2,4-bis[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;N-cyclohexylcyclohexanamine, this product is ideal for researchers requiring precise stereochemistry and minimal racemization. Available in various quantities, it is rigorously tested for purity (≥95% by HPLC) and consistency, making it a reliable choice for advanced organic and medicinal chemistry applications.

Properties

• CAS Number: 201472-66-4
• Complexity: 525
• IUPAC Name: (2S)-2,4-bis(tert-butoxycarbonylamino)butanoic acid;N-cyclohexylcyclohexanamine
• InChI: InChI=1S/C14H26N2O6.C12H23N/c1-13(2,3)21-11(19)15-8-7-9(10(17)18)16-12(20)22-14(4,5)6;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h9H,7-8H2,1-6H3,(H,15,19)(H,16,20)(H,17,18);11-13H,1-10H2/t9-;/m0./s1
• InChI Key: BGTQRELDRNOEDA-FVGYRXGTSA-N
• Exact Mass: 499.36213629
• Molecular Formula: C26H49N3O6
• Molecular Weight: 499.7
• SMILES: CC(C)(C)OC(=O)NCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C.C1CCC(CC1)NC2CCCCC2
• Topological: 126
• Monoisotopic Mass: 499.36213629
• Synonyms: Boc-Dab(Boc)-OH.DCHA, 201472-66-4, Boc-Dab(Boc)-OH DCHA, (2S)-2,4-bis[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;N-cyclohexylcyclohexanamine, MFCD00238312, SCHEMBL3730659, BGTQRELDRNOEDA-FVGYRXGTSA-N, AKOS025289360, DS-9745, CS-0154396, C73815, (2s)-2,4-bis((tert-butoxycarbonyl)amino)butanoic acid n,n-dicyclohexylamine salt, (2S)-2,4-bis[(tert-butoxycarbonyl)amino]butanoic acid N-cyclohexylcyclohexanamine, (S)-2,4-Bis((tert-butoxycarbonyl)amino)butanoic acid dicyclohexylammonium salt, N-alpha-N-gamma-Bis(t-butyloxycarbonyl)-L-2,4-diaminobutyric acid dicyclohexylamine (Boc-L-Dab(Boc)-OH.DCHA)

Application

Boc-Dab(Boc)-OH.DCHA is primarily employed as a building block in the synthesis of complex peptides, particularly those requiring sterically hindered or modified amino acids. Its Boc-protected groups facilitate selective deprotection in multi-step reactions, enabling controlled elongation of peptide chains. The compound is also valuable in the development of peptidomimetics and bioactive molecules targeting protease inhibition. Additionally, it serves as an intermediate in the preparation of specialized pharmaceuticals and research compounds where Dab (2,4-diaminobutyric acid) residues are critical for activity.

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