Cas no 201472-66-4 (N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt)

N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt is a protected derivative of D-2,4-diaminobutyric acid (D-Dab), featuring Boc (tert-butoxycarbonyl) groups at both the α- and γ-amino positions. This compound serves as a valuable chiral building block in peptide synthesis and medicinal chemistry, particularly for introducing D-configuration Dab residues with orthogonal protection. The dicyclohexylammonium (DCHA) salt form enhances solubility in organic solvents while maintaining stability during handling and storage. The dual Boc protection allows selective deprotection under mild acidic conditions, enabling sequential modification of the amino groups. Its high enantiopurity (>98%) ensures reliable stereochemical control in asymmetric synthesis. The compound is particularly useful in constructing constrained peptides, peptidomimetics, and bioactive molecules requiring D-Dab moieties. Its crystalline nature facilitates purification and characterization.
N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt structure
201472-66-4 structure
Product Name:N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt
CAS No:201472-66-4
MF:C26H49N3O6
MW:499.683768033981
MDL:MFCD00238312
CID:253141
PubChem ID:56777023
Update Time:2025-11-01

N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt Chemical and Physical Properties

Names and Identifiers

    • Butanoicacid, 2,4-bis[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-, compd. withN-cyclohexylcyclohexanamine (1:1)
    • BOC-DAB(BOC)-OHDCHA
    • Boc-Dab(Boc)-OH.DCHA
    • Boc-Dab(Boc).DCHA
    • Boc-Dab(Boc)-OH · DCHA
    • Boc-Dab（Boc）-OH?DCHA
    • Boc-Dab(Boc)-OH?DCHA(Na,N4-diBoc-2,4-Diaminobutyric acid dicyclohexylamine salt)
    • Boc-Dad(Boc)-OH?DCHA
    • Boc-L-Dab(Boc)-OH*DCHA
    • Butanoicacid, 2,4-bis[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-, compd. withN-cyclohexylcyc...
    • N-Alpha,Gamma-Bis-Boc-2,4-Diaminobutyric Acid Dicyclohexylammonium Salt
    • (2S)-2,4-bis[(tert-butoxycarbonyl)amino]butanoic acid dicyclohexylamine salt
    • Boc-Dab(Boc)-OH
    • BOC-D-DAB(BOC)-OH DCHA
    • BOC-L-DAB(BOC)-OH DCHA
    • dicyclohexylamine (R)-2,4-bis(tert-butoxycarbonylamino)butanoate
    • dicyclohexylamine salt of (2S)-2,4-bis[(tert-butoxycarbonyl)amino]butanoic acid
    • (S)-2,4-Bis((tert-butoxycarbonyl)amino)butanoic acid dicyclohexylammonium salt
    • BGTQRELDRNOEDA-FVGYRXGTSA-N
    • 201472-66-4
    • (2S)-2,4-bis[(tert-butoxycarbonyl)amino]butanoic acid N-cyclohexylcyclohexanamine
    • Boc-Dab(Boc)-OH DCHA
    • SCHEMBL3730659
    • AKOS025289360
    • C73815
    • (2S)-2,4-bis[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;N-cyclohexylcyclohexanamine
    • MFCD00238312
    • (S)-2,4-bis(((1,1-dimethylethoxy)carbonyl)amino)butanoic acid dicyclohexylamine
    • N-alpha-N-gamma-Bis(t-butyloxycarbonyl)-L-2,4-diaminobutyric acid dicyclohexylamine (Boc-L-Dab(Boc)-OH.DCHA)
    • CS-0154396
    • (2s)-2,4-bis((tert-butoxycarbonyl)amino)butanoic acid n,n-dicyclohexylamine salt
    • Boc-Dab(Boc)-OH DCHA, AldrichCPR
    • DS-9745
    • dicyclohexylamine (S)-2,4-bis(tert-butoxycarbonylamino)butanoate
    • (2S)-2,4-BIS[(TERT-BUTOXYCARBONYL)AMINO]BUTANOIC ACID; DICHA
    • N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt
    • MDL： MFCD00238312
    • 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
    • SMILES： O(C(N[C@H](C(=O)O)CCNC(=O)OC(C)(C)C)=O)C(C)(C)C.N(C1CCCCC1)C1CCCCC1

Computed Properties

  • Exact Mass: 499.36200
  • Monoisotopic Mass: 499.362
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 13
  • Complexity: 525
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 126A^2

Experimental Properties

  • PSA: 125.99000
  • LogP: 6.29320

N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt Security Information

N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt Pricemore >>

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N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt Related Literature

Additional information on N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt

Comprehensive Overview of N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt (CAS No. 201472-66-4)

N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt (CAS No. 201472-66-4) is a highly specialized Boc-protected amino acid derivative widely utilized in peptide synthesis and pharmaceutical research. This compound features dual Boc (tert-butoxycarbonyl) protection groups, which are critical for selective deprotection strategies in multi-step organic syntheses. Its unique D-2,4-diaminobutyric acid backbone and dicyclohexylammonium salt form enhance solubility and stability, making it a preferred choice for researchers exploring novel peptide-based therapeutics and drug delivery systems.

In recent years, the demand for Boc-protected building blocks like CAS No. 201472-66-4 has surged due to advancements in targeted cancer therapies and bioconjugation techniques. Scientists frequently search for "how to improve peptide stability" or "Boc deprotection methods," highlighting the compound's relevance in optimizing peptide drug design. Its application extends to antibody-drug conjugates (ADCs), where controlled release mechanisms are paramount. The dicyclohexylammonium counterion further aids in crystallinity, simplifying purification processes—a topic often queried as "purification strategies for protected amino acids."

From a synthetic chemistry perspective, this compound addresses key challenges such as "side-chain protection in peptide synthesis" and "racemization prevention." The gamma-amino group in its structure enables selective modifications, aligning with trends in precision medicine and personalized therapeutics. Analytical techniques like HPLC and mass spectrometry are commonly employed to validate its purity, a frequent search term among quality control professionals. Additionally, its compatibility with solid-phase peptide synthesis (SPPS) protocols makes it indispensable for high-throughput screening platforms.

Environmental and regulatory considerations also drive interest in CAS No. 201472-66-4. Researchers increasingly seek "green chemistry alternatives for peptide synthesis," prompting innovations in solvent selection and waste reduction. The compound's non-hygroscopic nature and long shelf life under standard storage conditions (2-8°C) further contribute to its appeal in industrial-scale applications. As the pharmaceutical industry shifts toward sustainable manufacturing, this derivative exemplifies how protected intermediates can balance efficiency with environmental responsibility.

In conclusion, N-alpha,gamma-Bis-Boc-D-2,4-diaminobutyric acid dicyclohexylammonium salt represents a cornerstone in modern peptide chemistry, bridging fundamental research and clinical applications. Its versatility in addressing "chiral amino acid synthesis" queries and enabling next-generation biologics underscores its enduring value. For laboratories focused on structure-activity relationship (SAR) studies or prodrug development, this compound offers a reliable and well-characterized solution backed by rigorous analytical validation.

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