[(1R,3aR,4S,7aR)-1-((S)-2-Azido-1-methyl-ethyl)-7a-methyl-octahydro-inden-4-yloxy]-tert-butyl-dimethyl-silane | 227961-26-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [(1R,3aR,4S,7aR)-1-((S)-2-Azido-1-methyl-ethyl)-7a-methyl-octahydro-inden-4-yloxy]-tert-butyl-dimethyl-silane
• 英文别名: [(1R,3aR,4S,7aR)-1-[(2S)-1-azidopropan-2-yl]-7a-methyl-1,2,3,3a,4,5,6,7-octahydroinden-4-yl]oxy-tert-butyl-dimethylsilane
• CAS: 227961-26-4
• 化学式: C₁₉H₃₇N₃OSi
• 分子量: 351.608
• InChiKey: KNCHHKBONFJRHM-QLCXLMDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.54
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,3aR,4S,7aR)-1-((S)-2-Azido-1-methyl-ethyl)-7a-methyl-octahydro-inden-4-yloxy]-tert-butyl-dimethyl-silane 在 氢氟酸 作用下， 以 乙腈 为溶剂， 以98%的产率得到(1R,3aR,4S,7aR)-1-((S)-1-azidopropan-2-yl)-7a-methyloctahydro-1H-inden-4-ol
  参考文献：
  名称：

  Vitamin D and click chemistry. Part 1: A stereoselective route to vitamin D analogues with triazole rings in their side chains

  摘要：

  Efficient preparation of vitamin D CD ring system synthons with triazole rings in their side chains is based on the formation of the triazole ring from a [3+2]-cycloaddition of a vitamin D side chain terminal azide with a terminal acetylene. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.117
• 作为产物：
  描述：

  (S)-2-((3R,3aR,7S,7aR)-octahydro-7-hydroxy-3a-methyl-1H-inden-3-yl)propyl 4-methylbenzenesulfonate 在 2,6-二甲基吡啶 、 sodium azide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(1R,3aR,4S,7aR)-1-((S)-2-Azido-1-methyl-ethyl)-7a-methyl-octahydro-inden-4-yloxy]-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Vitamin D and click chemistry. Part 1: A stereoselective route to vitamin D analogues with triazole rings in their side chains

  摘要：

  Efficient preparation of vitamin D CD ring system synthons with triazole rings in their side chains is based on the formation of the triazole ring from a [3+2]-cycloaddition of a vitamin D side chain terminal azide with a terminal acetylene. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.117

文献信息

• Vitamin D and click chemistry. Part 1: A stereoselective route to vitamin D analogues with triazole rings in their side chains
  作者：Pedro Lois Suarez、Zoila Gándara、Generosa Gómez、Yagamare Fall

  DOI：10.1016/j.tetlet.2004.04.117

  日期：2004.6

  Efficient preparation of vitamin D CD ring system synthons with triazole rings in their side chains is based on the formation of the triazole ring from a [3+2]-cycloaddition of a vitamin D side chain terminal azide with a terminal acetylene. (C) 2004 Elsevier Ltd. All rights reserved.