(1R,3aS,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-nitro-hexyl]-7a-methyl-4-(E)-[2’-(Z)-{(5’S)-2’-methylen-5’-tert-butyldimethyl-silyloxy-cyclohexyliden}-ethylidene]-1H-indene | 1435482-58-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (1R,3aS,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-nitro-hexyl]-7a-methyl-4-(E)-[2’-(Z)-{(5’S)-2’-methylen-5’-tert-butyldimethyl-silyloxy-cyclohexyliden}-ethylidene]-1H-indene
• CAS: 1435482-58-8
• 化学式: C₃₃H₅₉NOSi
• 分子量: 513.923
• InChiKey: BJAJGYDGOJPNNI-NXMZLKDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.73
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  35.25
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R,3aS,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-nitro-hexyl]-7a-methyl-4-(E)-[2’-(Z)-{(5’S)-2’-methylen-5’-tert-butyldimethyl-silyloxy-cyclohexyliden}-ethylidene]-1H-indene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以90%的产率得到(1R,3aS,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-amino-hexyl]-7a-methyl-4-(E)-[2’-(Z)-{(5’S)-2’-methylen-5’-tert-butyl-dimethylslyloxy-cyclohexyliden}-ethylidene]-1H-indene
  参考文献：
  名称：

  Pd-allylic substitution mediated synthesis of 25-amino vitamin D3 derivatives

  摘要：

  Vitamin D-3 analogues with a nitrogen atom linked to C-25 have been synthesized. The key step involves an allylic substitution with 2-nitropropane using catalytic species of Pd(O). This optimized procedure gave the desired compound with complete regioselectivity and high yields and was used for the successful preparation of targeted vitamin D derivatives. The chosen strategy for the construction of the triene unit was totally compatible with the new functional groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.019
• 作为产物：
  描述：

  (1R,3aR,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-nitro-hexyl]-7a-methyl-4-oxo-1H-indene 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以89%的产率得到(1R,3aS,7aR)-octahydro-1-[(1’R)-1’,5’-dimethyl-5’-nitro-hexyl]-7a-methyl-4-(E)-[2’-(Z)-{(5’S)-2’-methylen-5’-tert-butyldimethyl-silyloxy-cyclohexyliden}-ethylidene]-1H-indene
  参考文献：
  名称：

  Pd-allylic substitution mediated synthesis of 25-amino vitamin D3 derivatives

  摘要：

  Vitamin D-3 analogues with a nitrogen atom linked to C-25 have been synthesized. The key step involves an allylic substitution with 2-nitropropane using catalytic species of Pd(O). This optimized procedure gave the desired compound with complete regioselectivity and high yields and was used for the successful preparation of targeted vitamin D derivatives. The chosen strategy for the construction of the triene unit was totally compatible with the new functional groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.019