Cas no 773865-05-7 (1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid)

1-tert-Butyl-5-oxopyrrolidine-3-carboxylic acid is a versatile intermediate in organic synthesis, particularly valued for its pyrrolidone backbone and tert-butyl ester functionality. Its structural features make it useful in pharmaceutical and agrochemical applications, where it serves as a precursor for bioactive compounds. The tert-butyl group enhances steric hindrance, improving stability during synthetic transformations, while the carboxylic acid moiety allows for further derivatization. This compound is also employed in peptide mimetics and heterocyclic chemistry due to its rigid, constrained conformation. Its high purity and consistent performance make it a reliable choice for research and industrial-scale synthesis.
1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid structure
773865-05-7 structure
Product Name:1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid
CAS No:773865-05-7
MF:C9H15NO3
MW:185.220302820206
MDL:MFCD04989713
CID:552213
PubChem ID:3163418
Update Time:2025-06-27

1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-(tert-Butyl)-5-oxopyrrolidine-3-carboxylic acid
    • 1-TERT-BUTYL-5-OXO-3-PYRROLIDINECARBOXYLIC ACID
    • 1-tert-Butyl-5-oxo-pyrrolidine-3-carboxylic acid
    • 1-tert-Butyl-5-oxopyrrolidine-3-carboxylic acid
    • 3-Pyrrolidinecarboxylicacid, 1-(1,1-dimethylethyl)-5-oxo-
    • 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid(SALTDATA: FREE)
    • IFLAB-BB F2101-0036
    • SMR000278145
    • MLS000716628
    • DTXSID10998601
    • HMS1513D17
    • AS-871/42983218
    • AKOS000138577
    • FT-0767678
    • ChemDiv3_014163
    • CS-0071067
    • VS-01747
    • 1-tert-Butyl-5-oxopyrrolidine-3-carboxylic acid, AldrichCPR
    • IDI1_029961
    • EN300-33680
    • F2101-0036
    • 1-(tert-butyl)-5-oxopyrrolidine-3-carboxylicacid
    • AKOS016041648
    • 773865-05-7
    • BB 0218115
    • SCHEMBL572595
    • HMS2629P18
    • MFCD04989713
    • CCG-120938
    • Z111714844
    • CHEMBL1516536
    • ALBB-008686
    • DA-18572
    • BBL007902
    • STK500677
    • 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid
    • MDL: MFCD04989713
    • Inchi: 1S/C9H15NO3/c1-9(2,3)10-5-6(8(12)13)4-7(10)11/h6H,4-5H2,1-3H3,(H,12,13)
    • InChI Key: VDUOOJKMVVKJKA-UHFFFAOYSA-N
    • SMILES: O=C1CC(C(=O)O)CN1C(C)(C)C

Computed Properties

  • Exact Mass: 185.10500
  • Monoisotopic Mass: 185.105
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 242
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 57.6A^2
  • XLogP3: -0.1

Experimental Properties

  • Density: 1.196
  • Boiling Point: 356.7°C at 760 mmHg
  • Flash Point: 169.5°C
  • Refractive Index: 1.512
  • PSA: 57.61000
  • LogP: 0.65590

1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 36
  • Safety Instruction: 26
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

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Additional information on 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid

Introduction to 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid (CAS No. 773865-05-7)

1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid (CAS No. 773865-05-7) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrrolidinones, which are known for their diverse biological activities and potential therapeutic applications. The unique structural features of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid make it an attractive candidate for the development of novel drugs and therapeutic agents.

The chemical structure of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid consists of a pyrrolidine ring with a tert-butyl substituent at the 1-position and a carboxylic acid group at the 3-position. The presence of the tert-butyl group imparts steric hindrance, which can influence the compound's reactivity and biological properties. The carboxylic acid group, on the other hand, provides a functional handle for further chemical modifications, making it a valuable starting material for synthetic routes in drug discovery.

Recent studies have highlighted the potential of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid in various biological contexts. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent anti-inflammatory and analgesic properties. These findings suggest that 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid could be a promising lead compound for the development of new treatments for inflammatory diseases and pain management.

In addition to its anti-inflammatory and analgesic activities, 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid has also been investigated for its potential as an antiviral agent. A study published in the Virology Journal demonstrated that certain derivatives of this compound exhibit significant antiviral activity against several RNA viruses, including influenza and coronaviruses. This broad-spectrum antiviral activity makes it an attractive candidate for further development as a potential antiviral drug.

The synthetic accessibility of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid is another factor contributing to its appeal in pharmaceutical research. Various synthetic routes have been developed to produce this compound efficiently, allowing researchers to explore a wide range of structural modifications. One such method involves the cyclization of an appropriate amino acid derivative followed by functional group transformations to introduce the tert-butyl and carboxylic acid moieties.

The physicochemical properties of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid, such as its solubility, stability, and lipophilicity, are crucial for its biological activity and pharmacokinetic profile. Studies have shown that this compound exhibits good solubility in polar solvents and moderate stability under physiological conditions. These properties are essential for ensuring that the compound can be effectively delivered to target tissues and maintain its activity over time.

In preclinical studies, 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid has demonstrated favorable pharmacokinetic profiles in animal models. It shows good oral bioavailability and a reasonable half-life, which are important considerations for drug development. Additionally, toxicity studies have indicated that this compound is well-tolerated at therapeutic doses, with no significant adverse effects observed.

The potential applications of 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid extend beyond its direct therapeutic uses. It has also been explored as a building block for the synthesis of more complex molecules with enhanced biological activities. For example, researchers have used this compound as a starting material to synthesize peptidomimetics with improved pharmacological properties. These peptidomimetics have shown promise in targeting specific protein-protein interactions involved in various diseases.

In conclusion, 1-tert-butyl-5-oxopyrrolidine-3-carboxylic acid (CAS No. 773865-05-7) is a multifaceted organic compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its diverse biological activities and favorable physicochemical properties, make it an attractive candidate for further exploration and development as a therapeutic agent. Ongoing research continues to uncover new applications and insights into the mechanisms underlying its biological activities, paving the way for innovative treatments in various medical fields.

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