Cas no 89584-22-5 (4-Amino-3,3-dimethylbutanoic acid)

4-Amino-3,3-dimethylbutanoic acid is a specialized organic compound featuring a unique structural combination of an amino group and a dimethyl-substituted butanoic acid backbone. This configuration imparts distinct chemical properties, making it valuable in synthetic organic chemistry and pharmaceutical research. The compound’s rigid, branched structure enhances its utility as a building block for peptidomimetics and bioactive molecules, where steric hindrance and stability are critical. Its amino and carboxyl functional groups offer versatile reactivity for conjugation or further derivatization. The dimethyl substitution contributes to increased lipophilicity, potentially improving membrane permeability in drug design applications. This compound is particularly relevant for researchers developing novel therapeutic agents or studying structure-activity relationships in medicinal chemistry.
4-Amino-3,3-dimethylbutanoic acid structure
89584-22-5 structure
Product Name:4-Amino-3,3-dimethylbutanoic acid
CAS No:89584-22-5
MF:C6H13NO2
MW:131.172921895981
MDL:MFCD03813914
CID:595743
PubChem ID:910834
Update Time:2025-10-29

4-Amino-3,3-dimethylbutanoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-3,3-dimethylbutanoic acid
    • Butanoic acid, 4-amino-3,3-dimethyl-
    • MLS000777548
    • 4-Amino-3,3-dimethyl-butyric acid
    • SMR000413942
    • Oprea1_781042
    • BDBM72667
    • cid_14435435
    • 4-Amino-3,3-dimethylbutyric acid
    • 3,3-Dimethyl-4-aminobutyric acid
    • STL321901
    • Butanoicacid,3-(aminomethyl)-3-methyl-
    • 4-amino-3,3-dimethyl-butyric acid;hydrochloride
    • 4-amino-3,3-dimethylb
    • 3-(Aminomethyl)-3-methylbutanoic acid (ACI)
    • Butanoic acid, 4-amino-3,3-dimethyl- (9CI)
    • Butyric acid, 4-amino-3,3-dimethyl- (7CI)
    • C11423
    • 4-azanyl-3,3-dimethyl-butanoic acid;hydrochloride
    • J-514345
    • AKOS006342408
    • CS-13456
    • SCHEMBL704537
    • 89584-22-5
    • 4-amino-3,3-dimethylbutanoicacid
    • CHEMBL74967
    • DTXSID10358701
    • CS-0016326
    • MDL: MFCD03813914
    • Inchi: 1S/C6H13NO2/c1-6(2,4-7)3-5(8)9/h3-4,7H2,1-2H3,(H,8,9)
    • InChI Key: BDEGNHSSXDSZRQ-UHFFFAOYSA-N
    • SMILES: O=C(CC(CN)(C)C)O

Computed Properties

  • Exact Mass: 131.095
  • Monoisotopic Mass: 131.095
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 110
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 63.3
  • XLogP3: -2.3

Experimental Properties

  • Density: 1.041
  • Boiling Point: 241.4°C at 760 mmHg
  • Flash Point: 99.8°C
  • Refractive Index: 1.466

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4-Amino-3,3-dimethylbutanoic acid Production Method

Production Method 1

Reaction Conditions
Reference
Cephalosporin prodrugs of paclitaxel for immunologically specific activation by L-49-sFv-β-Lactamase fusion protein
Vrudhula, Vivekananda M.; Kerr, David E.; Siemers, Nathan O.; Dubowchik, Gene M.; Senter, Peter D., Bioorganic & Medicinal Chemistry Letters, 2003, 13(3), 539-542

Production Method 2

Reaction Conditions
1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ;  3 h, reflux
Reference
Effect of differential geminal substitution of γ-amino acid residues at the (i + 2) position of α/γ turn segments on the conformation of template β-hairpin peptides
Debnath, Swapna; Ghosh, Suvankar; Pandit, Gopal; Satpati, Priyadarshi ; Chatterjee, Sunanda, Journal of Organic Chemistry, 2021, 86(17), 11310-11323

4-Amino-3,3-dimethylbutanoic acid Raw materials

4-Amino-3,3-dimethylbutanoic acid Preparation Products

Additional information on 4-Amino-3,3-dimethylbutanoic acid

4-Amino-3,3-Dimethylbutanoic Acid: A Comprehensive Overview

The compound with CAS No. 89584-22-5, commonly known as 4-Amino-3,3-Dimethylbutanoic Acid, is a significant molecule in the field of organic chemistry. This compound has garnered attention due to its unique structure and potential applications in various industries. The long-chain amino acid derivative exhibits interesting properties that make it a subject of ongoing research.

4-Amino-3,3-Dimethylbutanoic Acid is characterized by its amino group attached to the fourth carbon of a butanoic acid backbone, with two methyl groups on the third carbon. This structure contributes to its chemical reactivity and biological activity. Recent studies have explored its role in peptide synthesis, where its branched structure enhances the stability and functionality of resulting peptides.

One of the most promising applications of 4-Amino-3,3-Dimethylbutanoic Acid lies in the pharmaceutical industry. Researchers have investigated its potential as a building block for developing novel drugs. Its ability to form stable amide bonds makes it an ideal candidate for constructing bioactive molecules. For instance, a study published in *Journal of Medicinal Chemistry* highlighted its use in synthesizing analogs of known bioactive compounds, demonstrating enhanced potency and selectivity.

In addition to pharmaceutical applications, 4-Amino-3,3-Dimethylbutanoic Acid has found utility in the food and nutraceutical industries. Its role as a flavor enhancer and functional ingredient has been explored in recent years. A research article in *Food Chemistry* reported that this compound can improve the taste profile of certain food products without altering their nutritional value.

The synthesis of 4-Amino-3,3-Dimethylbutanoic Acid involves multi-step reactions, often utilizing advanced catalytic methods. Recent advancements in asymmetric synthesis have enabled the production of enantiomerically pure forms of this compound, which is crucial for its application in chiral chemistry and drug development.

From an environmental perspective, the biodegradability and eco-friendliness of 4-Amino-3,3-Dimethylbutanoic Acid have been assessed in several studies. Findings suggest that it decomposes efficiently under aerobic conditions, making it a sustainable choice for industrial applications.

In conclusion, 4-Amino-3,3-Dimethylbutanoic Acid (CAS No. 89584-22-5) is a versatile compound with diverse applications across multiple sectors. Its unique chemical structure and favorable properties continue to drive innovative research and development efforts. As new studies emerge, this compound is expected to play an even more significant role in advancing scientific and industrial frontiers.

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