6-O-acetyl-1,2,3-trideoxy-4,5:7,8-di-O-isopropylidene-D-gluco-oct-1-enitol | 925545-42-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-acetyl-1,2,3-trideoxy-4,5:7,8-di-O-isopropylidene-D-gluco-oct-1-enitol
• 英文别名: [(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(4R,5S)-2,2-dimethyl-5-prop-2-enyl-1,3-dioxolan-4-yl]methyl] acetate
• CAS: 925545-42-2
• 化学式: C₁₆H₂₆O₆
• 分子量: 314.379
• InChiKey: CVWJUKRYJFLVAH-REWJHTLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-O-acetyl-1,2,3-trideoxy-4,5:7,8-di-O-isopropylidene-D-gluco-oct-1-enitol 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 18.0h， 以86%的产率得到6-O-acetyl-1,2,3-trideoxy-4,5-O-isopropylidene-D-gluco-oct-1-enitol
  参考文献：
  名称：

  trans-Acetonide Controlled endo-Selective Intramolecular Nitrone−Alkene Cycloaddition of Hept-6-enoses:  A Facile Entry to Calystegines, Tropanes, and Hydroxylated Aminocycloheptanes

  摘要：

  High-yielding endo-selective intramolecular nitrone-alkene cycloaddition (INAC) reactions of hept-6-enoses controlled by a trans-acetonide to give bridged bicyclo[4.2.1]isoxazolidines exclusively are realized for the first time. The cycloadducts were readily transformed into calystegine, tropane, and hydroxylated aminocycloheptane frameworks.

  DOI：

  10.1021/ol062621o
• 作为产物：
  描述：

  阿拉伯糖 在 4-二甲氨基吡啶 、 indium 、 copper(II) sulfate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 6-O-acetyl-1,2,3-trideoxy-4,5:7,8-di-O-isopropylidene-D-gluco-oct-1-enitol
  参考文献：
  名称：

  trans-Acetonide Controlled endo-Selective Intramolecular Nitrone−Alkene Cycloaddition of Hept-6-enoses:  A Facile Entry to Calystegines, Tropanes, and Hydroxylated Aminocycloheptanes

  摘要：

  High-yielding endo-selective intramolecular nitrone-alkene cycloaddition (INAC) reactions of hept-6-enoses controlled by a trans-acetonide to give bridged bicyclo[4.2.1]isoxazolidines exclusively are realized for the first time. The cycloadducts were readily transformed into calystegine, tropane, and hydroxylated aminocycloheptane frameworks.

  DOI：

  10.1021/ol062621o

文献信息

• Use of the Composite Material RuO₂/BaTi₄O₉ as an Environmentally Benign Solid Catalyst for the Oxidative Cleavage of Olefins
  作者：Hiroshi Okumoto、Kazuhiro Ohtsuka、Shinji Banjoya

  DOI：10.1055/s-2007-992378

  日期：——

  Catalytic use of a composite material, RuO2/BaTi4O9, in combination with NaIO4 in EtOAc-H2O has been shown to efficiently cleave alkenes, affording ketones, aldehydes and/or carboxylic acids in high yields.

  在乙酸乙酯-水溶液中，RuO2/BaTi4O9复合材料和NaIO4的催化作用已被证明能够有效裂解烯烃，生成高收率的酮、醛和/或羧酸。