2-(2,3-dihydroxypropyl)benzisoselenazol-3(2H)-one

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2-(2,3-dihydroxypropyl)benzisoselenazol-3(2H)-one
• 英文别名: 2-(2,3-Dihydroxypropyl)-1,2-benzoselenazol-3-one
• 化学式: C₁₀H₁₁NO₃Se
• 分子量: 272.162
• InChiKey: WEBLQRIRFCGCLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-1,2-丙二醇 、 苯甲酰氯,2-(氯硒代)- 以 乙酸乙酯 为溶剂， 反应 12.0h， 以50%的产率得到2-(2,3-dihydroxypropyl)benzisoselenazol-3(2H)-one
  参考文献：
  名称：

  Synthesis of 2-(Polyhydroxy)alkyl- and 2-(6-Adenosinyl)benzisoselenazol-3(2H)-ones

  摘要：

  A convenient method for synthesis of benzisoselenazol-3(2H)-ones substituted on the nitrogen atom with (polyhydroxy)alkyl or adenosinyl group is presented. It is based on the tandem acylationselenenylation of primary amino group in aminopolyols or adenosine with 2-(chloroseleno)benzoyl chloride. The process is selective because oxygen nucleophiles (hydroxy groups) remained unreactive in the reaction conditions.

  DOI：

  10.1081/scc-120018689

文献信息

• Synthesis of 2-(Polyhydroxy)alkyl- and 2-(6-Adenosinyl)benzisoselenazol-3(2<i>H</i>)-ones
  作者：Mariusz Osajda、Jacek Młochowski

  DOI：10.1081/scc-120018689

  日期：2003.1.5

  A convenient method for synthesis of benzisoselenazol-3(2H)-ones substituted on the nitrogen atom with (polyhydroxy)alkyl or adenosinyl group is presented. It is based on the tandem acylationselenenylation of primary amino group in aminopolyols or adenosine with 2-(chloroseleno)benzoyl chloride. The process is selective because oxygen nucleophiles (hydroxy groups) remained unreactive in the reaction conditions.