[(1S,2R)-2-(naphthalene-1-carbonyloxy)cyclooctyl] naphthalene-1-carboxylate | 1350295-91-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(1S,2R)-2-(naphthalene-1-carbonyloxy)cyclooctyl] naphthalene-1-carboxylate
• CAS: 1350295-91-8
• 化学式: C₃₀H₂₈O₄
• 分子量: 452.55
• InChiKey: VPXIWPKCHXDRSR-HNRBIFIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  顺-1,2-环辛二醇 、 1-萘甲酰氯 在 4-二甲氨基吡啶 、 二甲基二氯化锡 、 potassium carbonate 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 水 为溶剂， 反应 24.0h， 以57%的产率得到cis-2-hydroxycyclooctyl 1-naphthoate
  参考文献：
  名称：

  Selective Monobenzoylation of 1,2- and 1,3-Diols Catalyzed by Me₂SnCl₂ in Water (Organic Solvent Free) under Mild Conditions

  摘要：

  We have developed an efficient method for selective monobenzoylation of 1,2- and 1,3-diols in water catalyzed by Me2SnCl2. Treatment of 1,2- and 1,3-diols with benzoyl chlorides, DMT-MM, and potassium carbonate in the presence of a catalytic amount of Me2SnCl2 and DMAP in water at room temperature gave monobenzoates in up to 97% yield.

  DOI：

  10.1021/jo202136a

文献信息

• Selective Monobenzoylation of 1,2- and 1,3-Diols Catalyzed by Me₂SnCl₂ in Water (Organic Solvent Free) under Mild Conditions
  作者：Wataru Muramatsu、Julius M. William、Osamu Onomura

  DOI：10.1021/jo202136a

  日期：2012.1.6

  We have developed an efficient method for selective monobenzoylation of 1,2- and 1,3-diols in water catalyzed by Me2SnCl2. Treatment of 1,2- and 1,3-diols with benzoyl chlorides, DMT-MM, and potassium carbonate in the presence of a catalytic amount of Me2SnCl2 and DMAP in water at room temperature gave monobenzoates in up to 97% yield.