Cas no 135415-24-6 ((S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid)

(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid is a chiral pyrrolidinone derivative featuring a Boc-protected amine group and a carboxylic acid functionality. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of peptidomimetics and bioactive molecules. Its stereochemical purity (S-configuration) ensures precise control in asymmetric synthesis, while the Boc group offers selective deprotection under mild acidic conditions. The carboxylic acid moiety facilitates further derivatization via amidation or esterification. This reagent is valued for its stability, high purity, and compatibility with solid-phase peptide synthesis (SPPS), making it suitable for pharmaceutical research and the development of protease inhibitors or other therapeutic agents.
(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid structure
135415-24-6 structure
Product Name:(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid
CAS No:135415-24-6
MF:C11H18N2O5
MW:258.271023273468
MDL:MFCD07369857
CID:900680
PubChem ID:14731950
Update Time:2025-06-09

(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid Chemical and Physical Properties

Names and Identifiers

    • (S)-2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrrolidin-1-yl)acetic acid
    • (S)-(4-N-BOC-AMINO-2-OXO-PYRROLIDIN-1-YL)-ACETIC ACID
    • (S)-(4-TERT-BUTOXYCARBONYLAMINO-2-OXO-PYRROLIDIN-1-YL)-ACETIC ACID
    • (S)-2-(4-(ter
    • (S)-2-(4-(TERT-BUTOXYCARBONYLAMINO)-2-OXOPYRROLIDIN-1-YL)ACETIC ACID
    • (S)-4-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2-OXO-1-PYRROLIDINEACETIC ACID
    • (S)-4-{[(1,1-dimethylethoxy)carbonyl]amino}-2-oxopyrrolidine-1-acetic acid
    • A13754
    • AB32339
    • CTK8F0800
    • 2-[(4S)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxopyrrolidin-1-yl]acetic acid
    • 135415-24-6
    • (S)-2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrrolidin-1-yl)aceticacid
    • DTXSID30563411
    • AKOS022181047
    • {(4S)-4-[(tert-Butoxycarbonyl)amino]-2-oxopyrrolidin-1-yl}acetic acid
    • AS-36622
    • (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic acid
    • MFCD07369857
    • CS-0171855
    • (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid
    • MDL: MFCD07369857
    • Inchi: 1S/C11H18N2O5/c1-11(2,3)18-10(17)12-7-4-8(14)13(5-7)6-9(15)16/h7H,4-6H2,1-3H3,(H,12,17)(H,15,16)/t7-/m0/s1
    • InChI Key: OSDJTBDQUFFDTG-ZETCQYMHSA-N
    • SMILES: O(C(N[C@H]1CC(N(CC(=O)O)C1)=O)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 258.12164
  • Monoisotopic Mass: 258.12157168g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 6
  • Complexity: 361
  • 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: -0.2
  • Topological Polar Surface Area: 95.9?2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • PSA: 95.94

(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid Security Information

(S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid Pricemore >>

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Additional information on (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid

Introduction to (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid (CAS No. 135415-24-6)

Chemical compounds play a pivotal role in the advancement of pharmaceutical research and development, particularly in the synthesis of novel therapeutic agents. One such compound, (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid, with the CAS number 135415-24-6, has garnered significant attention due to its unique structural properties and potential applications in medicinal chemistry. This compound belongs to the class of β-lactam derivatives, which are well-known for their antimicrobial and anti-inflammatory properties.

The molecular structure of (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid consists of a pyrrolidinone core substituted with a Boc (tert-butoxycarbonyl) protected amino group and an acetic acid moiety. This configuration makes it a versatile intermediate in the synthesis of more complex molecules, particularly in the development of protease inhibitors and other enzyme-targeted therapies. The stereochemistry of the compound, specifically the (S)-configuration at the chiral center, is crucial for its biological activity and interactions with target enzymes.

In recent years, there has been a surge in research focused on developing new treatments for chronic inflammatory diseases and infections. The β-lactam scaffold, as seen in (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid, has been extensively studied for its ability to modulate enzyme activity. For instance, derivatives of this compound have shown promise in inhibiting matrix metalloproteinases (MMPs), which are enzymes involved in tissue degradation and inflammation. This has led to investigations into its potential use in treating conditions such as rheumatoid arthritis and cancer-related metastasis.

Moreover, the Boc protection on the amino group provides a stable handle for further chemical modifications, allowing researchers to explore various functionalization strategies. This flexibility is particularly valuable in drug discovery pipelines, where rapid and efficient synthesis of analogs is often required. The use of protecting groups like Boc is a standard practice in organic synthesis, ensuring that reactive functional groups are isolated from one another until the desired reaction is complete.

Recent studies have also highlighted the importance of computational methods in optimizing the synthesis and properties of compounds like (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid. Molecular modeling techniques have been employed to predict binding affinities and interactions with biological targets, thereby accelerating the drug discovery process. These computational approaches have complemented traditional experimental methods, providing a more holistic understanding of how these compounds function at the molecular level.

The pharmaceutical industry has increasingly recognized the value of such intermediates in developing next-generation therapeutics. The ability to rapidly synthesize and modify compounds like (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid allows for high-throughput screening campaigns, which can identify lead compounds with desirable pharmacological properties. This has led to several clinical trials investigating derivatives of this compound for various therapeutic indications.

In conclusion, (S)-(4-N-Boc-amino-2-oxo-pyrrolidin-1-yl)acetic Acid represents a significant advancement in medicinal chemistry due to its structural versatility and potential biological activity. Its role as an intermediate in synthesizing complex molecules underscores its importance in drug development pipelines. As research continues to uncover new applications for this compound and its derivatives, it is likely to remain a cornerstone in the quest for novel therapeutic agents.

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