The Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Department of Pharmaceutical Engineering, China Pharmaceutical University, Nanjing, 211198, P. R. China.
Org Biomol Chem. 2023 Jun 14;21(23):4801-4809. doi: 10.1039/d3ob00594a.
A chemoselective route which provides direct access to bicyclic tetramates, making use of Dieckmann cyclisation of functionalised oxazolidines and imidazolidines derived from an aminomalonate, is reported; calculations suggest that the observed chemoselectivity is kinetically controlled and leads to the thermodynamically most stable product. Some compounds in the library showed modest antibacterial activity against Gram-positive bacteria, and this activity is maximal in a well-defined region of chemical space (554 < < 722 g mol; 5.78 < cLogP < 7.16; 788 < MSA < 972 Å; 10.3 < rel. PSA < 19.08).
报告了一种利用功能化恶唑烷和咪唑烷的 Dieckmann 环化反应，直接合成双环四甲酸盐的化学选择性方法，这些恶唑烷和咪唑烷是由氨基丙二酸衍生而来的；计算表明，观察到的化学选择性是动力学控制的，导致热力学最稳定的产物。库中的一些化合物对革兰氏阳性菌表现出适度的抗菌活性，这种活性在化学空间的一个明确区域内达到最大值（554 < < 722 g mol; 5.78 < cLogP < 7.16; 788 < MSA < 972 Å; 10.3 < rel. PSA < 19.08）。
