(1S,2S,3S,6R)-2-(2-(benzyloxy)ethyl)-6-hydroxy-3-(methoxymethoxy)-2,3-dimethyl-6-(prop-1-en-2-yl)cyclohexane-1-carbaldehyde | 1021491-92-8

• 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: (1S,2S,3S,6R)-2-(2-(benzyloxy)ethyl)-6-hydroxy-3-(methoxymethoxy)-2,3-dimethyl-6-(prop-1-en-2-yl)cyclohexane-1-carbaldehyde
• CAS: 1021491-92-8
• 化学式: C₂₃H₃₄O₅
• 分子量: 390.52
• InChiKey: LCHKGJZUYLOFGR-MLCQCVOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,2S,3S,6R)-2-(2-(benzyloxy)ethyl)-6-hydroxy-3-(methoxymethoxy)-2,3-dimethyl-6-(prop-1-en-2-yl)cyclohexane-1-carbaldehyde 、 乙氧甲酰基亚甲基三苯基膦 以 乙醇 为溶剂， 反应 14.0h， 以99%的产率得到ethyl (E)-3-[(1S,2S,3S,6R)-6-hydroxy-3-(methoxymethoxy)-2,3-dimethyl-2-(2-phenylmethoxyethyl)-6-prop-1-en-2-ylcyclohexyl]prop-2-enoate
  参考文献：
  名称：

  Enantioselective Synthesis of Iridal, the Parent Molecule of the Iridal Triterpenoid Class

  摘要：

  The monocyclic triterpene iridal 1 (parent molecule) is synthesized by an approach that allows access for several representatives of the iridal family as well as diversely substituted analogues. The success of the proposed synthetic plan depends upon. the effortless stereoselective establishment of the trans C10/C11 dimethyl relationship in B-ring moiety 7 using a domino-based methodology and the higly efficient Miyaura - Suzuki type sp(3) - sp(2) segment coupling 7 and 8, respectively.

  DOI：

  10.1021/ol8005425
• 作为产物：
  描述：

  (1R,2R,3S,4S)-3-(2-(benzyloxy)ethyl)-2-(hydroxymethyl)-4-(methoxymethoxy)-3,4-dimethyl-1-(prop-1-en-2-yl)cyclohexan-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以99%的产率得到(1S,2S,3S,6R)-2-(2-(benzyloxy)ethyl)-6-hydroxy-3-(methoxymethoxy)-2,3-dimethyl-6-(prop-1-en-2-yl)cyclohexane-1-carbaldehyde
  参考文献：
  名称：

  Enantioselective Synthesis of Iridal, the Parent Molecule of the Iridal Triterpenoid Class

  摘要：

  The monocyclic triterpene iridal 1 (parent molecule) is synthesized by an approach that allows access for several representatives of the iridal family as well as diversely substituted analogues. The success of the proposed synthetic plan depends upon. the effortless stereoselective establishment of the trans C10/C11 dimethyl relationship in B-ring moiety 7 using a domino-based methodology and the higly efficient Miyaura - Suzuki type sp(3) - sp(2) segment coupling 7 and 8, respectively.

  DOI：

  10.1021/ol8005425