3-(((3a'R,4'R,9'R,9a'R,9b'S)-9'-(methoxymethoxy)octahydrospiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-a]indolizin]-4'-yl)methoxy)propanenitrile | 433926-53-5

• 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: 3-(((3a'R,4'R,9'R,9a'R,9b'S)-9'-(methoxymethoxy)octahydrospiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-a]indolizin]-4'-yl)methoxy)propanenitrile
• CAS: 433926-53-5
• 化学式: C₂₀H₃₂N₂O₅
• 分子量: 380.484
• InChiKey: CYXOTEJVKPEMTF-NNIGNNQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  73.18
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(((3a'R,4'R,9'R,9a'R,9b'S)-9'-(methoxymethoxy)octahydrospiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-a]indolizin]-4'-yl)methoxy)propanenitrile 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 甲醇 、 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Preparation of immobilized swainsonine analogs on solid support

  摘要：

  Golgi alpha-mannosidase II and lysosomal mannosidase are examples of biologically important alpha-mannosidases that are difficult to purify. Swainsonine is an effective inhibitor of these a-mannosidases. In this report, analogs of swainsonine bearing an aminoalkyl group at C3 or C6 are synthesized and coupled with AM-Gel 10 to prepare affinity matrices that may be useful for the preparation of alpha-mannosidases. Model ligands, where the aminoalkyl group is capped with an acyl group, are evaluated against a commercial alpha-mannosidase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00254-x
• 作为产物：
  描述：

  丙烯腈 、 [(3aR,4R,9R,9aR,9bS)-9-(methoxymethoxy)spiro[3a,4,6,7,8,9,9a,9b-octahydro-[1,3]dioxolo[4,5-a]indolizine-2,1'-cyclohexane]-4-yl]methanol 在 sodium methylate 作用下， 以89%的产率得到3-(((3a'R,4'R,9'R,9a'R,9b'S)-9'-(methoxymethoxy)octahydrospiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-a]indolizin]-4'-yl)methoxy)propanenitrile
  参考文献：
  名称：

  Preparation of immobilized swainsonine analogs on solid support

  摘要：

  Golgi alpha-mannosidase II and lysosomal mannosidase are examples of biologically important alpha-mannosidases that are difficult to purify. Swainsonine is an effective inhibitor of these a-mannosidases. In this report, analogs of swainsonine bearing an aminoalkyl group at C3 or C6 are synthesized and coupled with AM-Gel 10 to prepare affinity matrices that may be useful for the preparation of alpha-mannosidases. Model ligands, where the aminoalkyl group is capped with an acyl group, are evaluated against a commercial alpha-mannosidase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00254-x