(2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol | 1187629-80-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol
• CAS: 1187629-80-6
• 化学式: C₂₉H₄₆O₆
• 分子量: 490.681
• InChiKey: LCTUJZHGLDRQNL-RFBUXXLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentan-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， 生成 (2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentanal
  参考文献：
  名称：

  Relative Stereochemical Determination and Synthesis of the C1−C17 Fragment of a New Natural Polyketide

  摘要：

  The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.

  DOI：

  10.1021/jo9012833
• 作为产物：
  描述：

  tert-butyl((2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentyloxy)dimethylsilane 在 氟化氢吡啶 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 以85%的产率得到(2S,3R,4R)-3-methoxy-4-((4R,5S,6R)-6-((2E,4E)-6-(4-methoxybenzyloxy)-4-methylhexa-2,4-dien-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol
  参考文献：
  名称：

  Relative Stereochemical Determination and Synthesis of the C1−C17 Fragment of a New Natural Polyketide

  摘要：

  The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereomers out of the 32 initially envisioned) has been carried out using a common strategy based on enantioselective aldol reactions. With a high predictability, final NMR comparison established the relative stereochemistry of the C1-C17 fragment of this natural product.

  DOI：

  10.1021/jo9012833