(3aR,7R,9R,9aR,9bS)-7-Ethyl-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol | 205865-90-3

• 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: (3aR,7R,9R,9aR,9bS)-7-Ethyl-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol
• 英文别名: (3aR,7R,9R,9aR,9bS)-7-ethyl-2,2-dimethyl-3a,4,6,7,8,9,9a,9b-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol
• CAS: 205865-90-3
• 化学式: C₁₃H₂₃NO₃
• 分子量: 241.331
• InChiKey: YSFYJRFGVMSUNX-LZQZFOIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3aR,7R,9R,9aR,9bS)-7-Ethyl-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R,6R,8R,8aR)-6-Ethyl-octahydro-indolizine-1,2,8-triol
  参考文献：
  名称：

  Synthesis and mannosidase inhibitory activity of 6- and 7-substituted analogs of swainsonine

  摘要：

  Swainsonine (1), an inhibitor of the important glycoprotein-processing enzyme Golgi alpha -mannosidase II, is a clinical candidate for cancer treatment. Analogs bearing substituents at C-6 and C-7 have been prepared and evaluated as inhibitors of alpha -mannosidase (jack bean), a closely related enzyme. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01778-6
• 作为产物：
  描述：

  methyl (2R)-2-[[(2R,3S)-3-[(4R,5R)-5-(azidomethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]oxiran-2-yl]methyl]butanoate 在 palladium dihydroxide dimethyl sulfide borane 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 (3aR,7R,9R,9aR,9bS)-7-Ethyl-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-9-ol
  参考文献：
  名称：

  Synthesis and mannosidase inhibitory activity of 6- and 7-substituted analogs of swainsonine

  摘要：

  Swainsonine (1), an inhibitor of the important glycoprotein-processing enzyme Golgi alpha -mannosidase II, is a clinical candidate for cancer treatment. Analogs bearing substituents at C-6 and C-7 have been prepared and evaluated as inhibitors of alpha -mannosidase (jack bean), a closely related enzyme. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01778-6