引用本文:
于建新, 刘方明, 李燕萍, 程亮, 范歆, 刘育亭. 1-芳酰基-4-(1'-N-β-D-吡喃型糖基)氨基硫脲类化合物的合成[J]. 应用化学,
1999, 16(4): 41-46.
Citation: Yu Jianxin, Liu Fangming, Li Yanping, Cheng Liang, Fan Xin, Liu Yuting. Synthesis of 1-Aroyl-4-[1'-N-β-D-glycopyranosyl]-thiosemicarbazides[J]. Chinese Journal of Applied Chemistry, 1999, 16(4): 41-46.
Citation: Yu Jianxin, Liu Fangming, Li Yanping, Cheng Liang, Fan Xin, Liu Yuting. Synthesis of 1-Aroyl-4-[1'-N-β-D-glycopyranosyl]-thiosemicarbazides[J]. Chinese Journal of Applied Chemistry, 1999, 16(4): 41-46.
1-芳酰基-4-(1'-N-β-D-吡喃型糖基)氨基硫脲类化合物的合成
摘要:
通过2,3,4,6-四-O-乙酰基-β-D-吡喃型葡萄糖异硫氰酸酯(3)和2,3,4-三-O-乙酰基-β-D-吡喃型木糖异硫氰酸酯(4)与取代的芳基酰肼(5)的亲核加成反应合成了10个1-芳酰基-4-(1'-N-2',3',4',6'-四-O-乙酰基-β-D吡喃型葡萄糖基)氨基硫脲(6)和7个1-芳酰基-4-(1'-N-2',3',4'-三-O-乙酰基-β-D-吡喃型木糖基)氨基硫脲(7),并经脱除乙酰基得到10个1-芳酰基-4-(1'-N-β-D-吡喃型葡萄糖基)氨基硫脲(8)和7个1-芳酰基-4-(1'-N-β-D-吡喃型木糖基)氨基硫脲(9),所得化合物经元素分析,IR,1H NMR确证了结构.
English
Synthesis of 1-Aroyl-4-[1'-N-β-D-glycopyranosyl]-thiosemicarbazides
Abstract:
The 1-aroyl-4-[1'-N-2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl] thiosemicarbazides (6) and seven 1-aroyl-4-[1'-N-2',3',4'-tri-O-acetyl-β-D-xylopyranosyl] thiosemicarbazides(7) were synthesized by condensation of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate (3) and 2,3,4-tri-O-acetyl-β-D-xylopyranosyl isothiocyanate(4) with aroyl hydrazines(5) in 95% EtOH under reflux, respectively, and also 1-aroyl-4-[1'-N-β-D-glucopyranosyl and corre sponding 1'-N-β-D-xylopyranosyl] thiosemicarbazides(8,9) after deacetylation. The structures of the compounds were confirmed by elemental and spectral analyses.
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Key words:
- glycosyl isothiosyanate
- / acylthiosemicarbazide
- / synthesis
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