(R)-7-Isopropyl-3-(3-methyl-furan-2-ylmethoxymethyl)-2,5,6,7-tetrahydro-[2]pyrindin-1-one | 908238-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (R)-7-Isopropyl-3-(3-methyl-furan-2-ylmethoxymethyl)-2,5,6,7-tetrahydro-[2]pyrindin-1-one
• 英文别名: (7R)-3-[(3-methylfuran-2-yl)methoxymethyl]-7-propan-2-yl-2,5,6,7-tetrahydrocyclopenta[c]pyridin-1-one
• CAS: 908238-69-7
• 化学式: C₁₈H₂₃NO₃
• 分子量: 301.386
• InChiKey: RYIANOBCIBXKTL-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-7-Isopropyl-3-(3-methyl-furan-2-ylmethoxymethyl)-2,5,6,7-tetrahydro-[2]pyrindin-1-one 以 甲苯 为溶剂， 生成 (1S,5S,9R,10R,14R)-9-methyl-14-propan-2-yl-3,6-dioxa-17-azapentacyclo[8.7.0.01,5.05,9.011,15]heptadeca-7,11(15)-dien-16-one
  参考文献：
  名称：

  Novel Reaction Pathways for 2-Pyridone [4+4] Photoadducts

  摘要：

  Transannular ring closure of a pyridone-furan [4+4] photoadduct has been evaluated in a model system. A combination of nitrogen substitution and an isopropyl group gave full control of the four new stereogenic centers. Chlorination transformed the 1,5-cyclooctadiene to a [4.2.0] ring system instead of to the expected [3.3.0] ring system. Changing an alkene to an enone suppressed this pathway and led to a new rearrangement, converting the 5-8-5 ring system to a 6-7-5 system.

  DOI：

  10.1021/ol061266z
• 作为产物：
  描述：

  (3-甲基-2-呋喃基)甲醇 在 氨 、 sodium hydride 、 lithium diisopropyl amide 作用下， 生成 (R)-7-Isopropyl-3-(3-methyl-furan-2-ylmethoxymethyl)-2,5,6,7-tetrahydro-[2]pyrindin-1-one
  参考文献：
  名称：

  Novel Reaction Pathways for 2-Pyridone [4+4] Photoadducts

  摘要：

  Transannular ring closure of a pyridone-furan [4+4] photoadduct has been evaluated in a model system. A combination of nitrogen substitution and an isopropyl group gave full control of the four new stereogenic centers. Chlorination transformed the 1,5-cyclooctadiene to a [4.2.0] ring system instead of to the expected [3.3.0] ring system. Changing an alkene to an enone suppressed this pathway and led to a new rearrangement, converting the 5-8-5 ring system to a 6-7-5 system.

  DOI：

  10.1021/ol061266z