CAS: 16713-80-7; α-D-Glucofuranose,1,2:5,6-Bis-O-(1-Methylethylidene),3-Acetate

该化合物是葡萄糖的衍生物,其特征为呋喃形式和特定保护组.该化合物在1,2和5,6的方位上有两个甲基乙基酯组,这些组位有助于保护氢氧基化合物免受反应,使其在合成有机化学中发挥作用.在3位上的乙酸盐组的存在表明,该丙基乙酯组也作为乙酸酯受到保护,提高了化合物在有机溶剂中的稳定性和溶性.这种呋喃结构有助于其循环性,影响其在生物化学环境下的再活动与互动.这种化合物通常用于碳水酸盐化学合成较复杂的分子,其衍生物可能表现出各种生物活动.与许多糖衍生物一样,必须小心处理它,考虑到其潜在的再活性和需要具体的储存条件以保持其完整性.

结构式图片

上下游产品

acetic anhydride 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose potassium salt acetyl chloride N,N-dimethyl acetamide (R)-3-hydroxy-3-phenylbutyric acid methyl ester (-)S β-hydroxy β-phenyl n-butanoate de methyle 3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose 2,2-dimethyl-4-phenyl-1,3-dioxolane

合成工艺路线路线简述

    📜3-O-[(T-Butyl)Dimethylsilyl]-1,2:5,6-Di-O-Isopropylidene-α-D-Glucofuranose置于potassium Fluoride,N-(Methylpolystyrene)-4-(Methylamino)Pyridine,四丁基溴化铵体系中,用 水,乙腈 用作溶剂,化学反应 0.28H,反应生成3-O-乙酰基-1,2:5,6-二-O-异丙基-Alpha-D-呋喃(型)葡萄糖
    参考文献:Rapid Carbohydrate Protecting Group Manipulations Assisted By Microwave Dielectric Heating
    标题:Rapid Carbohydrate Protecting Group Manipulations Assisted By Microwave Dielectric Heating
    摘要:The Protocols For Oligosaccharide Synthesis Are Often Tedious Due To Extended Synthetic Routes And Reaction Times. We Herein Describe Methods Assisted By Microwave Dielectric Heating,Which Enable Very Short Reaction Times And High Yields For The Introduction And Removal Of Eleven Of The Most Commonly Used Protecting Groups In Carbohydrate Syntheses. Several Examples Are Reported,Where Solid Supported Reagents In Combination With Microwave Dielectric Heating Have Been Used. This Results In Both Faster And Easier Synthesis And Purification.
    Doi:10.1081/car-100105712

    海关参考信息

    供应商参考报价(招募中)

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Ruskin, J.; Lectka, T., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
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