(S)-2-((S)-5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl)propanal | 1609178-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-((S)-5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl)propanal
• CAS: 1609178-42-8
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: OVHWXNBKDJQEKM-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl)propanal 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 3.83h， 生成 (3S,4R,E)-methyl 3-hydroxy-4-methyl-6-phenylhex-5-enoate
  参考文献：
  名称：

  A cyclopropanol-based approach to synthesis of Unit A of the cryptophycins

  摘要：

  A new asymmetric synthesis of Unit A of the cryptophycins has been carried out yielding 13% of the target product over 14 steps. The key steps of the synthesis were diastereoselective hydroboration-oxidation reactions performed on the alkenyl moiety of a 1,3-dioxane derivative 8, which can be easily prepared via the Kulinkovich cyclopropanation of protected diethyl (S)-(-)-malate followed by transformation of the resulting small rings of the product 6 into the functional groups necessary for the synthesis of the target compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.03.011
• 作为产物：
  描述：

  2-[5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl]propan-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 2.5h， 生成 (S)-2-((S)-5,5-dimethyl-4,6-dioxaspiro[2.5]octan-7-yl)propanal
  参考文献：
  名称：

  A cyclopropanol-based approach to synthesis of Unit A of the cryptophycins

  摘要：

  A new asymmetric synthesis of Unit A of the cryptophycins has been carried out yielding 13% of the target product over 14 steps. The key steps of the synthesis were diastereoselective hydroboration-oxidation reactions performed on the alkenyl moiety of a 1,3-dioxane derivative 8, which can be easily prepared via the Kulinkovich cyclopropanation of protected diethyl (S)-(-)-malate followed by transformation of the resulting small rings of the product 6 into the functional groups necessary for the synthesis of the target compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.03.011