6-Bromo-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester | 186045-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 6-Bromo-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester
• CAS: 186045-40-9
• 化学式: C₂₅H₃₆BrNO₅
• 分子量: 510.469
• InChiKey: IKMHSIDGSVRLKN-BRETVVRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  57.23
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-Bromo-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二甲基亚砜 为溶剂， 生成 1,4-Dioxa-8-aza-spiro[4.5]dec-6-ene-8-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester
  参考文献：
  名称：

  Lewis acid-promoted asymmetric conjugate allylation of N-acyl-2,3-dihydro-4-pyridones induced by intramolecular π interactions

  摘要：

  Lewis acid-promoted conjugate addition reaction of an allylsilane to a series of the chiral 8-arylmenthol-derived N-acyl-2,3-dihydro-4-pyridones leads to the 2-allyl-4-piperidones with moderate to high levels of asymmetric induction, indicating restacking contribution to chirality control. This methodology was applied to the asymmetric synthesis of (-)-N-methylconiine. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02129-6
• 作为产物：
  描述：

  乙二醇 、 4-Oxo-piperidine-1-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester 在 phenyltrimethylammonium tribromide 作用下， 生成 6-Bromo-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester
  参考文献：
  名称：

  Lewis acid-promoted asymmetric conjugate allylation of N-acyl-2,3-dihydro-4-pyridones induced by intramolecular π interactions

  摘要：

  Lewis acid-promoted conjugate addition reaction of an allylsilane to a series of the chiral 8-arylmenthol-derived N-acyl-2,3-dihydro-4-pyridones leads to the 2-allyl-4-piperidones with moderate to high levels of asymmetric induction, indicating restacking contribution to chirality control. This methodology was applied to the asymmetric synthesis of (-)-N-methylconiine. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02129-6