Cas no 664364-75-4 (1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester)

1,2-Oxazinane-2-carboxylic acid tert-butyl ester is a heterocyclic compound featuring a six-membered oxazinane ring with a carboxylic acid ester functionality. The tert-butyl ester group enhances stability, making it suitable for synthetic applications where controlled reactivity is required. This intermediate is valuable in organic synthesis, particularly in the preparation of pharmacologically active molecules or peptidomimetics. Its structural framework allows for further functionalization, enabling the introduction of diverse substituents. The compound’s stability under various reaction conditions and its compatibility with common protecting group strategies make it a versatile building block in medicinal chemistry and drug discovery. Proper handling and storage are recommended to maintain its integrity.
1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester structure
664364-75-4 structure
Product Name:1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester
CAS No:664364-75-4
MF:C9H17NO3
MW:187.236182928085
MDL:MFCD21362336
CID:2117562
PubChem ID:23079954
Update Time:2025-11-01

1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester Chemical and Physical Properties

Names and Identifiers

    • tert-butyl morpholine-2-carboxylate
    • tert-butyl1,2-oxazinane-2-carboxylate
    • AKOS027255476
    • 2-Boc-[1,2]oxazinane
    • AS-72714
    • tert-butyl 1,2-oxazinane-2-carboxylate
    • MFCD21362336
    • boc-oxazinane
    • 2-Boc-1,2-oxazinane
    • 664364-75-4
    • CS-0037744
    • SY124480
    • 2H-1,2-Oxazine-2-carboxylic acid, tetrahydro-, 1,1-dimethylethyl ester
    • SCHEMBL3603200
    • [1,2]Oxazinane-2-carboxylic acid tert-butyl ester
    • tert-Butyl oxazinane-2-carboxylate
    • 1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester
    • MDL: MFCD21362336
    • Inchi: 1S/C9H17NO3/c1-9(2,3)13-8(11)10-6-4-5-7-12-10/h4-7H2,1-3H3
    • InChI Key: IHMHHDDHCURPDK-UHFFFAOYSA-N
    • SMILES: O1CCCCN1C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 187.12084340g/mol
  • Monoisotopic Mass: 187.12084340g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 186
  • 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
  • XLogP3: 1.6
  • Topological Polar Surface Area: 38.8?2

1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester Security Information

  • Storage Condition:(BD336141)

1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester Pricemore >>

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Additional information on 1,2Oxazinane-2-carboxylic Acid tert-Butyl Ester

Recent Advances in the Application of 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester (CAS: 664364-75-4) in Chemical Biology and Pharmaceutical Research

The compound 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester (CAS: 664364-75-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by its oxazinane core and tert-butyl ester moiety, serves as a crucial intermediate in the synthesis of various biologically active molecules. Recent studies have highlighted its role in the construction of peptidomimetics, enzyme inhibitors, and novel therapeutic agents, making it a valuable tool for medicinal chemists.

One of the most notable advancements in the utilization of 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester is its incorporation into the design of protease inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a scaffold for developing selective inhibitors of serine proteases, which are implicated in numerous pathological conditions, including inflammation and cancer. The researchers employed a combination of molecular docking and kinetic assays to optimize the compound's binding affinity, achieving nanomolar inhibitory activity against target enzymes.

In addition to its therapeutic potential, recent research has explored the synthetic versatility of 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester. A team from the University of Cambridge reported a novel asymmetric synthesis route for this compound, leveraging chiral auxiliaries to achieve high enantiomeric purity. This methodological breakthrough, detailed in a 2024 Organic Letters publication, addresses previous challenges in stereocontrol and scalability, paving the way for its broader application in enantioselective synthesis.

Furthermore, the compound's role in peptide mimicry has been extensively investigated. A study in Bioorganic & Medicinal Chemistry (2023) highlighted its use as a conformationally constrained amino acid surrogate, enabling the stabilization of secondary structures in peptide-based therapeutics. This approach has shown promise in enhancing the metabolic stability and bioavailability of peptide drugs, particularly in the treatment of metabolic disorders and infectious diseases.

Despite these advancements, challenges remain in the large-scale production and functionalization of 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester. Recent efforts by industrial researchers have focused on optimizing reaction conditions to improve yield and reduce byproduct formation. A patent application filed in early 2024 by a leading pharmaceutical company outlines a continuous flow chemistry approach that significantly enhances the efficiency of its synthesis, suggesting potential for industrial-scale applications.

In conclusion, 1,2-Oxazinane-2-carboxylic Acid tert-Butyl Ester (CAS: 664364-75-4) continues to emerge as a pivotal building block in medicinal chemistry, with recent research expanding its applications in drug design and synthesis. Ongoing studies are expected to further elucidate its pharmacological properties and explore novel derivatives with enhanced biological activity. The compound's unique structural features and synthetic accessibility position it as a key player in the development of next-generation therapeutics.

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