hexahydro-1-hydroxyindolizidin-3(5H)-one | 90087-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: hexahydro-1-hydroxyindolizidin-3(5H)-one
• 英文别名: 1-hydroxyhexahydroindolizin-3(2H)-one；1-Hydroxy-3-oxo-octahydro-pyrrocolin；1-hydroxy-hexahydro-indolizin-3-one；1-hydroxy-2,5,6,7,8,8a-hexahydro-1H-indolizin-3-one
• CAS: 90087-68-6
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: GZEVRJJSTVNDLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hexahydro-1-hydroxyindolizidin-3(5H)-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 octahydro-indolizin-1-ol
  参考文献：
  名称：

  [EN] TRANSTHYRETIN STABILIZING COMPOUNDS
  [FR] COMPOSÉS STABILISATEURS DE TRANSTHYRÉTINE

  摘要：

  Provided herein are compounds having activity against TTR related conditions, and pharmaceutically accepted salts and solvates thereof. Also provided are methods of using the compounds for inhibiting and preventing TTR aggregation and/or amyloid formation in the peripheral nerves, kidney, cardiac tissue, eye and CNS, and of treating a subject with peripheral TTR amyloidosis.

  公开号：

  WO2023009585A2
• 作为产物：
  描述：

  皮考林乙酸乙酯 在 盐酸 、 platinum(IV) oxide 、 氢气 作用下， 以 乙醇 为溶剂， 80.0 ℃ 、344.75 kPa 条件下， 以68 %的产率得到hexahydro-1-hydroxyindolizidin-3(5H)-one
  参考文献：
  名称：

  [EN] TRANSTHYRETIN STABILIZING COMPOUNDS
  [FR] COMPOSÉS STABILISATEURS DE TRANSTHYRÉTINE

  摘要：

  Provided herein are compounds having activity against TTR related conditions, and pharmaceutically accepted salts and solvates thereof. Also provided are methods of using the compounds for inhibiting and preventing TTR aggregation and/or amyloid formation in the peripheral nerves, kidney, cardiac tissue, eye and CNS, and of treating a subject with peripheral TTR amyloidosis.

  公开号：

  WO2023009585A2

文献信息

• Facile and Short Synthesis of (±) 1-Hydroxy Indolizidine and (±) Coniceine from Picolinic Acid Ethyl Ester via Cross Claisen Condensation
  作者：S. Veeraswamy、A. Anjaiah、Satyanarayana Yennam、A. Jayashree

  DOI：10.14233/ajchem.2015.17459

  日期：——

  New short synthesis of (±) 1-hydroxy indolizidine (4) and (±) coniceine (5) are described starting from picolinic acid ethyl ester (6). The key steps are the conversion of the picolinic acid ethyl ester into b-keto ester 7 via cross Claisen condensation and hydrogenation of the b-keto ester in to hydroxy bicyclic amide (8) using PtO2/H2.

  从吡啶酸乙酯（6）出发，描述了（±）1-羟基吲哚啉（4）和（±）锥冰碱（5）的新短合成路线。关键步骤是将吡啶酸乙酯通过交叉克莱森缩合转化为β-酮酯7，并使用PtO2/H2将β-酮酯氢化成羟基双环酰胺（8）。