[(3aS,4R,6R,6aR)-4-ethenyl-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]methanol | 1186530-54-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3aS,4R,6R,6aR)-4-ethenyl-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]methanol
• CAS: 1186530-54-0
• 化学式: C₁₀H₁₇NO₃
• 分子量: 199.25
• InChiKey: MEMUWYPSWALVCK-LURQLKTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  50.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3aS,4R,6R,6aR)-4-ethenyl-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]methanol 、 氯甲酸苄酯 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 以97%的产率得到
  参考文献：
  名称：

  Total synthesis of the proposed structures of hyacinthacines C2, C3, and their C5-epimers

  摘要：

  Synthesis and structural confirmation of highly oxygenated pyrrolizicline alkaloids, hyacinthacines C-2 [(1S,2R,3R,5R,7S,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], C-3[1S,2R,3R,5S,7R,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], and their C5-epimers were achieved on the basis of the highly divergent method employing (S)-(-)-2-pyrrolidone-5-carboxylic acid as the starting material. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.072
• 作为产物：
  描述：

  在 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到[(3aS,4R,6R,6aR)-4-ethenyl-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-6-yl]methanol
  参考文献：
  名称：

  Total synthesis of the proposed structures of hyacinthacines C2, C3, and their C5-epimers

  摘要：

  Synthesis and structural confirmation of highly oxygenated pyrrolizicline alkaloids, hyacinthacines C-2 [(1S,2R,3R,5R,7S,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], C-3[1S,2R,3R,5S,7R,7aR)-3,5-hydroxymethyl-1,2,7-trihydroxypyrrolizidine], and their C5-epimers were achieved on the basis of the highly divergent method employing (S)-(-)-2-pyrrolidone-5-carboxylic acid as the starting material. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.072