(2R,3S)-2-((benzyloxy)methyl)-6-hydroxy-2,3-dimethylcyclohexan-1-one | 1365268-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S)-2-((benzyloxy)methyl)-6-hydroxy-2,3-dimethylcyclohexan-1-one
• CAS: 1365268-26-3
• 化学式: C₁₆H₂₂O₃
• 分子量: 262.349
• InChiKey: CSLHPEIAGPOLDR-PDULFRILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-((benzyloxy)methyl)-6-hydroxy-2,3-dimethylcyclohexan-1-one 在 lead(IV) tetraacetate 、 potassium carbonate 作用下， 以 甲醇 、 苯 为溶剂， 生成 methyl (2R,3S)-2-((benzyloxy)methyl)-2,3-dimethylhept-6-ynoate
  参考文献：
  名称：

  Synthetic studies on (+)-bucidarasin C: two diastereoselective transannular reactions producing cis-decaline derivatives that show reversal selectivity

  摘要：

  This manuscript describes studies on the construction of the cis-decaline core of (+)-bucidarasin C. The transannular Diels-Alder (TADA) reaction of a macrocyclic lactone successfully afforded the desired cis-decaline derivative in a stereoselective manner. On the other hand, the stereoselective transannular cascade Michael (TACM) reaction of the parent macrocyclic lactone afforded the diastereomeric cis-decaline derivative as the major product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.058
• 作为产物：
  描述：

  (1S,2R,3S)-2-((benzyloxy)methyl)-2,3-dimethylcyclohexan-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S)-2-((benzyloxy)methyl)-6-hydroxy-2,3-dimethylcyclohexan-1-one
  参考文献：
  名称：

  Synthetic studies on (+)-bucidarasin C: two diastereoselective transannular reactions producing cis-decaline derivatives that show reversal selectivity

  摘要：

  This manuscript describes studies on the construction of the cis-decaline core of (+)-bucidarasin C. The transannular Diels-Alder (TADA) reaction of a macrocyclic lactone successfully afforded the desired cis-decaline derivative in a stereoselective manner. On the other hand, the stereoselective transannular cascade Michael (TACM) reaction of the parent macrocyclic lactone afforded the diastereomeric cis-decaline derivative as the major product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.058