(10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione | 1041993-86-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione
• 英文别名: (10S,12R)-10-hydroxy-12-methyl-oxacyclododecane-2,5-dione
• CAS: 1041993-86-5
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: SJESPTPLVNJOCS-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (10S,12R)-10-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-12-methyl-1-oxacyclododecane-2,5-dione 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以85%的产率得到(10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione
  参考文献：
  名称：

  The first synthesis of a 12-membered macrolide natural product via a RCM protocol: determination of absolute stereochemistry

  摘要：

  The first synthesis of (10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione and its C12 epimer is reported, thereby assigning the absolute stereochemistry of the natural product. The strategy utilizes a syn selective reduction, Yamaguchi esterification, and ring-closing metathesis as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.016

文献信息

• The first synthesis of a 12-membered macrolide natural product via a RCM protocol: determination of absolute stereochemistry
  作者：Palakodety Radha Krishna、Ravula Srinivas

  DOI：10.1016/j.tetasy.2008.04.016

  日期：2008.5

  The first synthesis of (10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione and its C12 epimer is reported, thereby assigning the absolute stereochemistry of the natural product. The strategy utilizes a syn selective reduction, Yamaguchi esterification, and ring-closing metathesis as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.