MECHANISM OF RING OPENING OF AZETIDINES AND AZETIDINE-3-OLS

本研究项目的重点是阐明 氮杂环丁烷环的开环。 将采取的反应 将涉及一系列Meta和帕拉取代酚的作用 1-烷基氮杂环丁烷兰德1-烷基-2-甲基氮杂环丁烷。 反应 产品将通过分馏分离和隔离， 高效液相色谱法 表征这些 通过IR、1H和13 C NMR光谱研究制备反应产物。 一 该项目的第二个方面将涉及环的动力学研究- 通过光谱研究的适当组合来打开反应。 在上一个资助期间，研究规模的化合物 具有β-肾上腺素分解特性（有助于控制 高血压、心绞痛和心律不齐） 我们的实验室使用这些反应。 在拟议供资期间 在此期间，该项目将旨在提供详细的了解 该机制的最终目标不仅是提供一个 制备新化合物的方便方法， 对器官治疗具有更高特异性的化合物 受到这些疾病的影响--心脏和血管。 研究 设计将涉及：（1）N-取代氮杂环丁烷的合成， （2）通过蒸馏分离产物和/或 各种色谱技术;（3）开环的N-取代 氮杂环丁烷与取代酚;（4）分离， 开环产物的表征;和（5）动力学研究 开环反应。 学生将参与这个项目的各个方面，包括 起始物料的制备、动力学分析、数据解释 红外光谱、核磁共振谱等。

The focus of this research project is to elucidate the mechanism of the ring-opening of the azetidine ring. The reactions that will be undertaken will involve the action of a series of meta- and para- substituted phenols on 1-alkylazetidines rand 1-alkyl-2-methylazetidines. The reaction products will be separated and isolated by fractional distillation and high performance liquid chromatography. Characterization of these reaction products will be made by IR, 1H and 13C NMR spectral studies. A second dimension of the project will involve kinetic studies of the ring- opening reactions by a suitable combination of spectral studies. During the previous funding period, research-size quantities of compounds possessing beta-adrenolytic properties (helpful in controlling hypertension, angina pectoris and cardiac arrhythmia) have been prepared by our laboratory using these reactions. During the proposed funding period this project will be aimed at providing a detailed understanding of the mechanism, with the ultimate objective of providing not only a convenient means of preparing new compounds but also new classes of compounds possessing more specificity for the treatment of the organs affected by these diseases--the heart and the blood vessels. The research design will involve: (1) the synthesis of N-substituted azetidines by various methods; (2) isolation of the products by distillation and/or various chromatographic techniques; (3) ring-opening of N-substituted azetidines with substituted phenols; (4) separation, isolation and characterization of the ring opening products; and (5) kinetic studies of the ring opening reactions. Students will participate in every aspect of this project, including preparation of starting materials, performing kinetics, interpreting data from IR and NMR spectra, etc.