Cas no 2229337-69-1 (tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate)

Tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate is a protected amine derivative featuring both an azetidine ring and a tert-butyl carbamate (Boc) group. This compound is valuable in organic synthesis, particularly in peptide and medicinal chemistry, where the Boc group serves as a temporary protecting group for amines, enabling selective reactions at other functional sites. The azetidine moiety enhances rigidity and bioavailability, making it useful in drug design. Its structural features allow for further functionalization while maintaining stability under various conditions. The product is typically employed as an intermediate in the synthesis of more complex molecules, offering versatility in pharmaceutical and agrochemical applications.
tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate structure
2229337-69-1 structure
Product Name:tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate
CAS No:2229337-69-1
MF:C12H24N2O2
MW:228.331163406372
CID:5854405
PubChem ID:165621767
Update Time:2025-11-01

tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate
    • EN300-1872830
    • 2229337-69-1
    • tert-butyl N-[1-(azetidin-3-yl)-2-methylpropyl]carbamate
    • Inchi: 1S/C12H24N2O2/c1-8(2)10(9-6-13-7-9)14-11(15)16-12(3,4)5/h8-10,13H,6-7H2,1-5H3,(H,14,15)
    • InChI Key: BKMQBPRDNDDINL-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(NC(C(C)C)C1CNC1)=O

Computed Properties

  • Exact Mass: 228.183778013g/mol
  • Monoisotopic Mass: 228.183778013g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • 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
  • XLogP3: 1.9
  • Topological Polar Surface Area: 50.4?2

tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate Pricemore >>

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Additional information on tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate

tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate: A Comprehensive Overview

The compound with CAS No. 2229337-69-1, known as tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug development and materials science. The name itself highlights key structural features: the tert-butyl group, the azetidin ring system, and the carbamate functional group. These elements contribute to its stability, reactivity, and bioavailability.

The azetidine ring, a four-membered cyclic amine, plays a crucial role in the compound's properties. Recent studies have shown that azetidine-containing molecules exhibit enhanced bioavailability and reduced toxicity compared to their open-chain counterparts. This is attributed to the ring's ability to stabilize certain conformations and improve solubility. The tert-butyl group further enhances these effects by providing steric bulk, which can influence both the physical and chemical properties of the molecule.

Recent advancements in synthetic chemistry have enabled more efficient methods for synthesizing tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate. Traditional approaches often involved multi-step reactions with low yields, but modern techniques leveraging catalytic asymmetric synthesis have significantly improved both yield and purity. For instance, researchers have employed palladium-catalyzed cross-coupling reactions to construct the azetidine ring with high precision. These methods not only streamline production but also reduce environmental impact by minimizing waste.

In terms of applications, this compound has shown promise in several therapeutic areas. Preclinical studies suggest that it may act as a modulator of certain G-protein coupled receptors (GPCRs), which are critical targets in treating conditions such as hypertension, inflammation, and neurodegenerative diseases. Additionally, its carbamate group endows it with enzymatic activity modulation capabilities, making it a candidate for enzyme inhibitors in oncology research.

Recent research has also explored the use of tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate in nanotechnology. Its unique structure allows for self-assembling properties, which could be harnessed in drug delivery systems or as building blocks for nanomaterials. This dual functionality underscores its versatility across multiple scientific disciplines.

From a safety standpoint, toxicological studies indicate that this compound exhibits low acute toxicity when administered at therapeutic doses. However, long-term studies are still underway to assess its potential for chronic toxicity or bioaccumulation. Regulatory agencies have expressed interest in this compound due to its novel mechanism of action and potential therapeutic benefits.

In conclusion, tert-butyl N-1-(azetidin-3-yl)-2-methylpropylcarbamate represents a cutting-edge molecule with vast potential across various fields. Its unique structure, enhanced by the azetidine ring and tert-butyl group, positions it as a valuable asset in drug discovery and materials science. As research continues to uncover its full capabilities, this compound is poised to make significant contributions to modern medicine and beyond.

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