选择性保护合成2-〔4(S)-4-酰氨基-3-氧代-2-异噁唑烷基〕-5-氧代-2-四氢呋喃甲酸类化合物及其体外抑菌活性

THE NEW SELECTIVE PROTECTION SYNTHESES OF 2-[4(S ) -4-AMIDO-3-OXO-2-ISOX AZOLE]-5-0X0-2-TETRAHYDROFURANCARBOXYLIC ACIDS AND THEIR IN-VITRO ANTIBACTERIAL ACTIVITIES

采用两种新选择性保护方法由L-丝氨酸和α-酮戊二酸为原料经几步合成了8个目标化合物。体外抑菌该验表明除TMV外,对金葡球菌209P和大肠杆菌44822具有中等到强的活性。

Two new selective protection synthetic methods were sucessfully studiedin preparations of eight target compounds of 2-[4(S)-4-amido-3-oxo-2-isoxazole]-5-oxo-2-tetrahydrofuran carboxylic acids from 1-serine and alpha-keto-glutaric acid. In one method, unhydrogenizable amido side chains were used as selective protective agents. In another method, acetylacetone was used as a selective protective agent, to avoid the acidic hydrolysis of p-nitrobenzyl ester in gamma-lactone ring.In both methods, yields were higher, and the by products were less than the reaction reported by the Japanese research groups.Except that of TM-V, the antibacterial activities of other compounds against S. aureus 209P and E. coli 44822 were moderate strength.