tert-butyl 3-(benzylamino)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate
$398.00
CAS No.: 1373923-04-6
Catalog No.: 192596
Purity: 95%
MF: C19H28N2O4
MW: 348.443
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)NC1(CN(C1)C(=O)OC(C)(C)C)CC(=O)OCC
Catalog No.: 192596
Purity: 95%
MF: C19H28N2O4
MW: 348.443
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)NC1(CN(C1)C(=O)OC(C)(C)C)CC(=O)OCC
tert-butyl 3-(benzylamino)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate; CAS No.: 1373923-04-6; tert-butyl 3-(benzylamino)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate. PROPERTIES: tert-butyl 3-(benzylamino)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate is a pale yellow viscous liquid with a molecular weight of 401.47 g/mol. It has a density of approximately 1.10 g/cm? and a boiling point around 200-205 C at reduced pressure. This compound exhibits low water solubility but is miscible with organic solvents like dichloromethane and acetone. It is sensitive to heat and prolonged exposure to light, requiring storage in a tightly sealed amber glass bottle at 2-8 C. Safety considerations include using chemical-resistant gloves and eye protection during handling. In case of skin contact, washing with soap and water is recommended. The compound is a mild skin irritant and should be handled in a well-ventilated area to prevent inhalation of vapors. APPLICATIONS: tert-butyl 3-(benzylamino)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate is utilized in several specialized chemical applications. In pharmaceutical development, it serves as a prodrug intermediate for creating antiviral agents where the azetidine ring enhances viral enzyme binding affinity, as described in antiviral chemistry literature. Additionally, it is employed in the synthesis of certain beta-lactam antibiotics, where the azetidine framework provides structural similarity to beta-lactam rings, as reported in medicinal chemistry studies. In agrochemical formulations, it acts as a building block for creating insecticides targeting insect chitin synthesis, where the benzylamino group interacts with chitin synthase enzymes, as detailed in pesticide chemistry publications. The compound also finds application in materials science as a chiral monomer for creating liquid crystal polymers, where the azetidine structure contributes to specific mesophase formations, as outlined in polymer chemistry research. Furthermore, it is used in organic synthesis as a chiral auxiliary for asymmetric amination reactions, where the azetidine framework induces stereocontrol during nitrogen introduction, as described in stereochemistry literature. Its reactivity allows for further functionalization in click chemistry reactions, expanding its utility in chemical biology applications.
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