2-(1-hydroxyheptyl)-5-oxo-3,4,5,6,7,8-hexahydro-2H-chromen-6-yl acetate | 1454569-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-(1-hydroxyheptyl)-5-oxo-3,4,5,6,7,8-hexahydro-2H-chromen-6-yl acetate
• CAS: 1454569-06-2
• 化学式: C₁₈H₂₈O₅
• 分子量: 324.417
• InChiKey: ZGUDMKVEOTUKSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(1-hydroxyheptyl)-5-oxo-3,4,5,6,7,8-hexahydro-2H-chromen-6-yl acetate 在 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以92%的产率得到
  参考文献：
  名称：

  Total syntheses of proposed (±)-trichodermatides B and C

  摘要：

  Total syntheses of putative (+/-)-trichodermatides B and C are described. These efficient syntheses feature the oxa-[3+3] annulation strategy, leading to B and C along with their respective C2-epimers. However, these synthetic samples are spectroscopically very different from the natural products. OFT calculations of C13 chemical shifts are conducted and the predicted values are in good agreement with those of synthetic samples, thereby questioning the accuracy of structural assignments of trichodermatides B and C. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.07.137
• 作为产物：
  描述：

  (E)-1-((tert-butyldimethylsilyl)oxy)dec-2-en-4-ol 在 吡啶 、 咪唑 、 manganese(IV) oxide 、 5%-palladium/activated carbon 、 四丁基氟化铵 、 氢气 、 L-脯氨酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 76.0h， 生成 2-(1-hydroxyheptyl)-5-oxo-3,4,5,6,7,8-hexahydro-2H-chromen-6-yl acetate
  参考文献：
  名称：

  Total syntheses of proposed (±)-trichodermatides B and C

  摘要：

  Total syntheses of putative (+/-)-trichodermatides B and C are described. These efficient syntheses feature the oxa-[3+3] annulation strategy, leading to B and C along with their respective C2-epimers. However, these synthetic samples are spectroscopically very different from the natural products. OFT calculations of C13 chemical shifts are conducted and the predicted values are in good agreement with those of synthetic samples, thereby questioning the accuracy of structural assignments of trichodermatides B and C. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.07.137