(2R,4aR,6S,7R,9aS)-6-(3-hydroxypropyl)-2,7-dimethyl-4,4a,6,8,9,9a-hexahydro-[1,3]dioxino[5,4-b]oxepin-7-ol | 934279-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (2R,4aR,6S,7R,9aS)-6-(3-hydroxypropyl)-2,7-dimethyl-4,4a,6,8,9,9a-hexahydro-[1,3]dioxino[5,4-b]oxepin-7-ol
• CAS: 934279-00-2
• 化学式: C₁₃H₂₄O₅
• 分子量: 260.331
• InChiKey: ZYXRHINAHOZORZ-RXGFPQBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,4aR,6S,7R,9aS)-6-(3-hydroxypropyl)-2,7-dimethyl-4,4a,6,8,9,9a-hexahydro-[1,3]dioxino[5,4-b]oxepin-7-ol 在 三丁基膦 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 (2R,4aR,6S,7R,9aS)-2,7-dimethyl-6-prop-2-enyl-4,4a,6,8,9,9a-hexahydro-[1,3]dioxino[5,4-b]oxepin-7-ol
  参考文献：
  名称：

  Synthesis of the Fused Polyether Core of Hemibrevetoxin B by Two-Directional Ring-Closing Metathesis

  摘要：

  The tetracyclic fused polyether core of the marine natural product hemibrevetoxin B has been prepared in an efficient manner by using a strategy in which ring-closing metathesis (RCM) reactions were employed for ring synthesis. Simultaneous construction of the A and D rings was accomplished by double two-directional RCM of a tetraene.

  DOI：

  10.1021/ol0630651
• 作为产物：
  描述：

  1-[[(2R,4S,5R)-4-ethenyl-2-methyl-1,3-dioxan-5-yl]oxy]but-3-en-2-one 在 palladium dihydroxide 、 Grubbs catalyst first generation 氢气 、 叔丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 19.5h， 生成 (2R,4aR,6S,7R,9aS)-6-(3-hydroxypropyl)-2,7-dimethyl-4,4a,6,8,9,9a-hexahydro-[1,3]dioxino[5,4-b]oxepin-7-ol
  参考文献：
  名称：

  Synthesis of the Fused Polyether Core of Hemibrevetoxin B by Two-Directional Ring-Closing Metathesis

  摘要：

  The tetracyclic fused polyether core of the marine natural product hemibrevetoxin B has been prepared in an efficient manner by using a strategy in which ring-closing metathesis (RCM) reactions were employed for ring synthesis. Simultaneous construction of the A and D rings was accomplished by double two-directional RCM of a tetraene.

  DOI：

  10.1021/ol0630651

文献信息

• Synthesis of the Fused Polyether Core of Hemibrevetoxin B by Two-Directional Ring-Closing Metathesis
  作者：J. Stephen Clark、Damian M. Grainger、Alexandra A.-C. Ehkirch、Alexander J. Blake、Claire Wilson

  DOI：10.1021/ol0630651

  日期：2007.3.1

  The tetracyclic fused polyether core of the marine natural product hemibrevetoxin B has been prepared in an efficient manner by using a strategy in which ring-closing metathesis (RCM) reactions were employed for ring synthesis. Simultaneous construction of the A and D rings was accomplished by double two-directional RCM of a tetraene.