Description

Boc-D-Dab(Z)-OH.DCHA (CAS: 101854-42-6) is a high-purity, protected amino acid derivative extensively utilized in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C₂₉H₄₇N₃O₆, features both tert-butoxycarbonyl (Boc) and benzyloxycarbonyl (Z) protecting groups, ensuring selective deprotection during complex peptide assembly. The dicyclohexylamine (DCHA) salt form enhances solubility and stability, making it ideal for solid-phase peptide synthesis (SPPS) and solution-phase methodologies. With a purity of ≥99%, this reagent is rigorously tested via HPLC and NMR to meet the stringent requirements of researchers and industrial applications. Store under inert conditions at 2-8°C to maintain optimal stability.

Properties

• CAS Number: 101854-42-6
• Complexity: 571
• IUPAC Name: (2R)-4-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)butanoic acid;N-cyclohexylcyclohexanamine
• InChI: InChI=1S/C17H24N2O6.C12H23N/c1-17(2,3)25-16(23)19-13(14(20)21)9-10-18-15(22)24-11-12-7-5-4-6-8-12;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,19,23)(H,20,21);11-13H,1-10H2/t13-;/m1./s1
• InChI Key: CBSVEVKFQHTZSP-BTQNPOSSSA-N
• Exact Mass: 533.34648623
• Molecular Formula: C29H47N3O6
• Molecular Weight: 533.7
• SMILES: CC(C)(C)OC(=O)N[C@H](CCNC(=O)OCC1=CC=CC=C1)C(=O)O.C1CCC(CC1)NC2CCCCC2
• Topological: 126
• Monoisotopic Mass: 533.34648623
• Synonyms: 101854-42-6, Boc-D-Dab(Z)-OH.DCHA, BOC-D-DAB(Z)-OH DCHA, Dicyclohexylamine (R)-4-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)butanoate, Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-[[(phenylmethoxy)carbonyl]amino]-, (R)-, compd. with N-cyclohexylcyclohexanamine (1:1) (9CI), N-cyclohexylcyclohexanamine;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-(phenylmethoxycarbonylamino)butanoic acid, Boc-D-Dab(Z)-OH*DCHA, MFCD00798628, SCHEMBL18261693, DTXSID10669960, AKOS016843149, AC-13345, DS-14428, CS-0133023, C71088, (2R)-4-{[(Benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]butanoic acid–N-cyclohexylcyclohexanamine (1/1), (R)-4-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)butanoic acid dicyclohexylammonium salt, N-alpha-t-Butyloxycarbonyl-N-gamma-benZyloxycarbonyl-D-2,4-diaminobutyric acid dicyclohexylamine, 99% (Boc-D-Dab(CbZ)-OH.DCHA)

Boc-D-Dab(Z)-OH.DCHA is widely employed in peptide chemistry as a key building block for introducing protected diamino butyric acid (Dab) residues into peptide chains. Its dual-protected structure allows for orthogonal deprotection strategies, enabling precise control in multi-step syntheses. Commonly used in the development of therapeutic peptides, antimicrobial agents, and biochemical probes, this compound ensures high coupling efficiency and minimal racemization. Suitable for automated peptide synthesizers and manual protocols, it is a staple in academic and industrial R&D laboratories.

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