Cas no 182007-75-6 ((S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid)

(S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid is a chiral carboxylic acid derivative featuring a tert-butoxy carbonyl group and a methyl substituent at the α-position. This compound is particularly valuable in asymmetric synthesis and pharmaceutical intermediates due to its stereochemical purity and functional group versatility. The tert-butoxy moiety enhances stability under acidic conditions, while the methyl group introduces steric control for selective transformations. Its well-defined configuration makes it suitable for constructing complex molecules with high enantioselectivity. The compound is commonly employed in peptide modifications, enzyme inhibitors, and other fine chemical applications requiring precise chirality. Proper handling under inert conditions is recommended to preserve its integrity.
(S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid structure
182007-75-6 structure
Product Name:(S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid
CAS No:182007-75-6
MF:C9H16O4
MW:188.220943450928
MDL:MFCD19382513
CID:3040039
PubChem ID:58582431
Update Time:2025-05-23

(S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid Chemical and Physical Properties

Names and Identifiers

    • (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid
    • (2S)-2-methylsuccinic acid 4-O-t-butyl ester; β-tert-butyl aspartate; 2-methyl-succinic acid tert-butyl ester
    • (2S)-4-(TERT-BUTOXY)-2-METHYL-4-OXOBUTANOIC ACID
    • (2S)-2-methyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
    • DS-019340
    • (S)-4-(tert-Butoxy)-2-methyl-4-oxobutanoicacid
    • FD10314
    • WS-00213
    • MFCD19382513
    • 182007-75-6
    • SCHEMBL3942044
    • (S)-4-tert-butoxy-2-methyl-4-oxobutanoic acid
    • MDL: MFCD19382513
    • Inchi: 1S/C9H16O4/c1-6(8(11)12)5-7(10)13-9(2,3)4/h6H,5H2,1-4H3,(H,11,12)/t6-/m0/s1
    • InChI Key: RSLMNCHJSYDERN-LURJTMIESA-N
    • SMILES: O(C(C[C@@H](C(=O)O)C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 188.10500
  • Monoisotopic Mass: 188.10485899g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 5
  • Complexity: 202
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 63.6?2

Experimental Properties

  • PSA: 63.60000
  • LogP: 1.43890

(S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid Pricemore >>

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Additional information on (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid

Recent Advances in the Application of (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid (CAS: 182007-75-6) in Chemical Biology and Pharmaceutical Research

The compound (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid (CAS: 182007-75-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug synthesis and biological studies. This research brief aims to summarize the latest findings and advancements related to this compound, focusing on its synthesis, biological activity, and potential therapeutic applications.

Recent studies have highlighted the role of (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid as a key intermediate in the synthesis of chiral molecules, particularly in the development of protease inhibitors and other small-molecule therapeutics. Its unique structural features, including the tert-butoxy group and the chiral center, make it a valuable building block for asymmetric synthesis. Researchers have successfully employed this compound in the synthesis of novel antiviral and anticancer agents, demonstrating its broad utility in medicinal chemistry.

One of the most notable advancements involves the use of (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid in the development of targeted therapies for neurodegenerative diseases. Recent in vitro and in vivo studies have shown that derivatives of this compound exhibit promising neuroprotective effects, potentially through modulation of oxidative stress pathways. These findings open new avenues for the treatment of conditions such as Alzheimer's and Parkinson's diseases.

In addition to its therapeutic potential, (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid has also been investigated for its role in chemical biology. Researchers have utilized this compound as a probe to study enzyme mechanisms and protein-ligand interactions. Its ability to act as a substrate or inhibitor for specific enzymes has provided valuable insights into biochemical pathways and drug-target interactions.

The synthesis and scalability of (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid have also been areas of active research. Recent improvements in synthetic methodologies have enabled more efficient and cost-effective production of this compound, facilitating its broader application in both academic and industrial settings. These advancements are particularly important given the growing demand for chiral intermediates in pharmaceutical manufacturing.

Looking ahead, the potential applications of (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid continue to expand. Ongoing research is exploring its use in the development of next-generation antibiotics and immunomodulators, as well as its potential in personalized medicine. The compound's versatility and the recent breakthroughs in its application underscore its importance in advancing chemical biology and pharmaceutical research.

In conclusion, (S)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid (CAS: 182007-75-6) represents a valuable tool and intermediate in modern drug discovery and chemical biology. The latest research highlights its diverse applications, from therapeutic development to mechanistic studies, and underscores the need for continued investigation into its full potential. As synthetic methods improve and our understanding of its biological activities deepens, this compound is poised to play an increasingly significant role in addressing unmet medical needs.

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