Cas no 206348-65-4 (tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate)

Tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate is a versatile intermediate in organic synthesis, particularly valuable for the preparation of pharmacologically active compounds. Its structure incorporates both a carbamate protecting group and a tetrahydrofuran ring with a ketone functionality, enabling selective modifications in multi-step synthetic routes. The tert-butyloxycarbonyl (Boc) group offers stability under various reaction conditions while allowing facile deprotection under acidic conditions. This compound is commonly employed in the synthesis of amino acid derivatives, heterocycles, and other bioactive molecules. Its well-defined reactivity profile and compatibility with standard synthetic methodologies make it a reliable choice for researchers in medicinal chemistry and peptide synthesis.
tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate structure
206348-65-4 structure
Product Name:tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate
CAS No:206348-65-4
MF:C9H15NO4
MW:201.219702959061
MDL:MFCD04038493
CID:241644
PubChem ID:3694396
Update Time:2025-06-29

tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate
    • Carbamic acid, (tetrahydro-5-oxo-3-furanyl)-, 1,1-dimethylethyl ester (9CI)
    • CARBAMIC ACID, (TETRAHYDRO-5-OXO-3-FURANYL)-, 1,1-DIMETHYLETHYL ESTER
    • tert-butyl 5-oxo-tetrahydrofuran-3-ylcarbamate
    • SB44567
    • AS-73271
    • tert-Butyl(5-oxotetrahydrofuran-3-yl)carbamate
    • (S)-tert-butyl 5-oxo-tetrahydrofuran-3-ylcarbamate
    • 206348-65-4
    • Tert-butyl N-(5-oxooxolan-3-yl)carbamate
    • SY002136
    • FT-0656642
    • MFCD04038493
    • MFCD04113636
    • W11302
    • (S)-N-Boc-3-amino-5-tetrahydrofuranone
    • SCHEMBL3307631
    • SB46508
    • AKOS016014811
    • (R)-3-Boc-amino-g-butyrolactone
    • 3-(Boc-amino)-5-oxotetrahydrofuran
    • (S)-3-Boc-Amino-gamma-butyrolactone
    • DB-299241
    • (S)-tert-butyl 5-oxotetrahydrofuran-3-ylcarbamate
    • (R)-tert-butyl 5-oxotetrahydrofuran-3-ylcarbamate
    • MDL: MFCD04038493
    • Inchi: 1S/C9H15NO4/c1-9(2,3)14-8(12)10-6-4-7(11)13-5-6/h6H,4-5H2,1-3H3,(H,10,12)
    • InChI Key: XODLOLQRSQGSFE-UHFFFAOYSA-N
    • SMILES: O1C(CC(C1)NC(=O)OC(C)(C)C)=O

Computed Properties

  • Exact Mass: 201.1
  • Monoisotopic Mass: 201.1
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 244
  • 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: 64.6A^2
  • XLogP3: 0.6

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Additional information on tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate

Professional Introduction to Tert-Butyl (5-Oxotetrahydrofuran-3-yl)carbamate and CAS No. 206348-65-4

Ter-t-Butyl (5-Oxotetrahydrofuran-3-yl)carbamate, a compound with the CAS number 206348-65-4, is a significant molecule in the field of chemical and pharmaceutical research. This compound belongs to the class of carbamates, which are widely recognized for their versatile applications in medicinal chemistry and agrochemicals. The structural features of this molecule, particularly the presence of a tert-butyl group and a 5-oxotetrahydrofuran moiety, contribute to its unique chemical properties and potential biological activities.

The tert-butyl group, characterized by its bulky structure, plays a crucial role in modulating the reactivity and solubility of the compound. This group is often employed in pharmaceuticals to enhance metabolic stability and reduce unwanted side effects. On the other hand, the 5-oxotetrahydrofuran ring introduces a reactive site that can be exploited for further functionalization, making it a valuable intermediate in synthetic chemistry.

In recent years, there has been growing interest in the development of novel carbamates as potential therapeutic agents. The compound tert-butyl (5-oxotetrahydrofuran-3-yl)carbamate has been extensively studied for its pharmacological properties. Research indicates that this molecule exhibits promising activities in various biological assays, including anti-inflammatory and analgesic effects. These findings have prompted further investigation into its mechanism of action and potential applications in drug discovery.

One of the most intriguing aspects of this compound is its structural similarity to known bioactive molecules. The 5-oxotetrahydrofuran scaffold is frequently found in natural products and pharmaceuticals, suggesting that it may have evolved to interact with specific biological targets. This structural motif has been explored in numerous drug candidates, highlighting its importance in medicinal chemistry.

The synthesis of tert-butyl (5-oxotetrahydrofuran-3-yl)carbamate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Advanced synthetic techniques, such as catalytic hydrogenation and nucleophilic substitution, are commonly employed to construct the desired framework. The presence of the carbamate functional group necessitates precise control over reaction conditions to avoid unwanted byproducts.

Recent advancements in computational chemistry have facilitated the design and optimization of molecules like tert-butyl (5-oxotetrahydrofuran-3-yl)carbamate. Molecular modeling studies have provided valuable insights into its interactions with biological targets, helping researchers predict potential therapeutic effects. These computational approaches complement traditional experimental methods, enabling a more efficient discovery process.

The pharmacokinetic properties of this compound are also of great interest. Studies have shown that carbamates can exhibit favorable absorption, distribution, metabolism, and excretion (ADME) profiles when properly designed. The bulky tert-butyl group may influence drug distribution and clearance rates, which are critical factors in determining clinical efficacy.

In conclusion, tert-butyl (5-oxotetrahydrofuran-3-yl)carbamate represents a promising candidate for further development in pharmaceutical research. Its unique structural features and demonstrated biological activities make it an attractive molecule for drug discovery efforts. As research continues to uncover new applications for this compound, it is likely to play an important role in the development of future therapies.

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