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端基含甲基保护羧基的三半乳糖苷的设计和合成
Design and synthesis of tris(1-thiogalactopyranoside) having a methyl-protected carboxy group at the aglycon terminals
【摘要】 目的合成端基含羧基衍生功能基的三半乳糖苷。方法以季戊四醇为起始原料,经加成、醇解、还原、磺酰化,再与已知的2-S-(2,3,4,6)-四-O-乙酰基-β-D-半乳吡喃糖基-2-异硫脲氢溴酸盐作用,共5步反应,制得三(ω-2,3,4,6-四-O-乙酰基-β-D-半乳吡喃糖硫基丙氧甲基)(ω-甲氧甲酰乙氧甲基)甲烷。结果和结论合成制得目标化合物,并经1HNMR,IR和MS确证结构。
【Abstract】 OBJECTIVE To synthesize Tris-1-thiogalactopyranoside having a methyl-protected carboxy group at the aglycon terminals.METHODS Starting from quaternary pentanetetraol,followed by addition,alcoholysis,reduction,sulfonation and final straightforward condensation with the available versatile saccharide reagent,2-S-(2,3,4,6)-tetra-O-acetyl-β-D-galactopyranosyl-2-thiopseudourea hydrobromide,the title compound tris(ω-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylthiopropoxymethyl)(ω-methoxycarbonylethoxymethyl)methane has been synthesized via 5 designed reaction steps.RESULTS and CONCLUSION The title compound was synthesized and confirmed by 1H-NMR,IR,and MS.
【Key words】 Hepatic targeting; Tris(ω-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylthiopropoxymethyl)(ω-methoxy-carbonylethoxymethyl)methane; Synthesis;
- 【文献出处】 华西药学杂志 ,West China Journal of Pharmaceutical Sciences , 编辑部邮箱 ,2006年03期
- 【分类号】R914
- 【被引频次】1
- 【下载频次】176