N-糖基-N'-酰氨基硫脲及其环合产物的合成  

Synthesis of N-Glycosyl-N'-amido Thioureas and Their Related Heterocyclic Compounds

作　　者：田添[1] 曹玲华[1] 钱兆生[1] 

机构地区：[1]新疆大学化学化工学院,乌鲁木齐830046

出　　处：《有机化学》2007年第6期744-748,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.29962002;20462006)资助项目.

摘　　要：以L-α-氨基酸为起始原料,经酯化、氨基保护、肼解制得N-对甲苯磺酰基-L-α-氨基酸酰肼2,再与糖基异硫氰酸酯3～5反应,得到9种新型N-糖基-N'-酰氨基硫脲6～8,然后在Hg(OAc)2/EtOH条件下关环,合成了一系列新的2-对甲苯磺酰氨基烃基-5-糖氨基-1,3,4-噁二唑类化合物9～11.所有新化合物的结构均经IR,1H NMR,MS谱和元素分析确证.The starting material L-α-amino acids were converted into N-p-toluenesulfonyl-L-α-amino acid hydrazides 2 through following steps, esterification, amino protection and hydrazinolysis. The reaction of 2 with glycosyl isothiocyanates 3-5 gave the novel compounds, N-glycosyl-N＇-amido thioureas 6-8. The compounds 6-8 were cyclized under the system of Hg（OAc）2/EtOH to afford a series of new compounds, 2p-toluenesulfonylaminoalkyl-5-glycosylarnino-1,3,4-oxadiazoles 9-11. The structures of the new compounds were confirmed by IR, ^1H NMR, MS spectra and elemental analysis.

关 键 词：L—α-氨基酸 氨基酸酰肼 糖基异硫氰酸酯 酰氨基硫脲 1 3 4-噁二唑 

分 类 号：TQ450.1[化学工程—农药化工]