Abstract The new compounds AP-1 to AP-10 were synthesized from starting material (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl) amino]propanoic acid (1). The intermediate 2,5-disubstituted-1,3,4-thiadiazole amine (5) was prepared by coupling of (2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl) amino]propanoic acid (1) with pyridine-2-carboxylic acid hydrazide (2) in the presence of carbonyldiimidazole (CDI) followed by 1,3,4-thiadiazole ring formation via diacylhydrazines derivative (3) and deprotection with shorter reaction time and excellent yield. The structures of new compounds were confirmed by spectral analysis. The series of new synthesized compounds AP-1 to AP-10 were evaluated for their anti-microbial activities in vitro and compounds AP-1, AP-3, AP-4, and AP-10 showed strong activities against all tested microorganisms. Graphical Abstract

中文翻译：

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(2S)-3-(苄氧基)-2-[(叔丁氧基羰基)氨基]丙酸合成2,5-二取代-1,3,4-噻二唑衍生物及抗微生物活性评价

摘要 以(2S)-3-(苄氧基)-2-[(叔丁氧基羰基)氨基]丙酸(1)为原料合成了新化合物AP-1至AP-10。中间体 2,5-二取代-1,3,4-噻二唑胺 (5) 通过 (2S)-3-(苄氧基)-2-[(叔丁氧基羰基)氨基]丙酸 (1) 与在羰基二咪唑 (CDI) 的存在下，吡啶-2-羧酸酰肼 (2) 然后通过二酰基肼衍生物 (3) 形成 1,3,4-噻二唑环，并以更短的反应时间和优异的收率进行脱保护。新化合物的结构通过光谱分析得到证实。对一系列新合成的化合物 AP-1 至 AP-10 的体外抗微生物活性进行了评估，化合物 AP-1、AP-3、AP-4 和 AP-10 对所有测试的微生物都显示出很强的活性。图形概要