(1R,2S,6R)-2-{[((R)-2-Hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-6-(3-hydroxy-propoxymethoxymethyl)-4,4-dimethyl-cyclohexanol | 205943-30-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2S,6R)-2-{[((R)-2-Hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-6-(3-hydroxy-propoxymethoxymethyl)-4,4-dimethyl-cyclohexanol
• 英文别名: (1R,2S,6R)-2-[[[(2R)-2-(hydroxymethyl)-3,3-dimethylbutyl]-methylamino]methyl]-6-(3-hydroxypropoxymethoxymethyl)-4,4-dimethylcyclohexan-1-ol
• CAS: 205943-30-2
• 化学式: C₂₂H₄₅NO₅
• 分子量: 403.603
• InChiKey: FNHRBNUFEZKTTF-MTQWCTHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  82.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-乙酰基咪唑 、 (1R,2S,6R)-2-{[((R)-2-Hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-6-(3-hydroxy-propoxymethoxymethyl)-4,4-dimethyl-cyclohexanol 以 乙腈 为溶剂， 生成 咪唑 、
  参考文献：
  名称：

  Stepwise Approach toward First Generation Nonenzymatic Hydrolases

  摘要：

  The synthesis and reactivity study of a first generation serine protease mimic is described. Central in the design stands the possibility of stabilization of the transition state by an amino triol such as 8t. En route to 8t, a series of amino alcohols (4-8) was obtained, the reactivity of which was studied toward esterification by acetylimidazole (AcIm) and by p-nitro-2,2,2-trifluoroacetanilide (PNTFA). Interesting reactivity differences were observed between the cis-and the trans-series, especially between 7c and 7t (AcIm), and between 8c and 8t (PNTFA). In both cases the results are explained by invoking extra stabilization of the tetrahedral oxyanion.

  DOI：

  10.1021/jo971935+
• 作为产物：
  描述：

  (1R,2R,6S)-2-Benzyloxymethyl-6-{[((R)-2-hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-4,4-dimethyl-cyclohexanol 在 4-二甲氨基吡啶 、 正丁基锂 、 四丁基氟化铵 、 氨 、 lithium 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 (1R,2S,6R)-2-{[((R)-2-Hydroxymethyl-3,3-dimethyl-butyl)-methyl-amino]-methyl}-6-(3-hydroxy-propoxymethoxymethyl)-4,4-dimethyl-cyclohexanol
  参考文献：
  名称：

  Stepwise Approach toward First Generation Nonenzymatic Hydrolases

  摘要：

  The synthesis and reactivity study of a first generation serine protease mimic is described. Central in the design stands the possibility of stabilization of the transition state by an amino triol such as 8t. En route to 8t, a series of amino alcohols (4-8) was obtained, the reactivity of which was studied toward esterification by acetylimidazole (AcIm) and by p-nitro-2,2,2-trifluoroacetanilide (PNTFA). Interesting reactivity differences were observed between the cis-and the trans-series, especially between 7c and 7t (AcIm), and between 8c and 8t (PNTFA). In both cases the results are explained by invoking extra stabilization of the tetrahedral oxyanion.

  DOI：

  10.1021/jo971935+