(R)-1-[2-Hydroxy-1-methyl-eth-(Z)-ylidene]-6-aza-spiro[4.5]decan-7-one | 871102-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (R)-1-[2-Hydroxy-1-methyl-eth-(Z)-ylidene]-6-aza-spiro[4.5]decan-7-one
• 英文别名: (4Z)-4-(1-hydroxypropan-2-ylidene)-6-azaspiro[4.5]decan-7-one
• CAS: 871102-09-9
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: FTYWKGQZBASIRJ-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-1-[2-Hydroxy-1-methyl-eth-(Z)-ylidene]-6-aza-spiro[4.5]decan-7-one 在 platinum(IV) oxide 4-二甲氨基吡啶 、 氢气 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-Nitro-benzoic acid (S)-2-((1R,5R)-7-oxo-6-aza-spiro[4.5]dec-1-yl)-propyl ester
  参考文献：
  名称：

  Neighboring effect of the lactam functionality in select reactions of 6-azaspiro[4.5]decane-1,7-dione

  摘要：

  The susceptibility of 6-azaspiro[4.5]decane-1,7-dione (4) to nucleophilic attack was evaluated. Although steric effects preclude the 1,2-addition of many reagents, more reactive lithium and Grignard species react. Attack from the direction syn to the lactam functionality predominates. The acid-catalyzed rearrangement of select products delivered allylic alcohols carrying their double bond at varying distances from the spirocyclic carbon. These designed systems undergo hydrogenation predominantly from that pi-surface syn to the amide component, the more so when a hydroxyl is proximate to these hetero atoms. The same phenomenon operates when N-benzoylated intermediates are hydrolyzed with potassium carbonate in methanol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.091
• 作为产物：
  描述：

  Acetic acid 2-[(R)-7-oxo-6-aza-spiro[4.5]dec-(1Z)-ylidene]-propyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.75h， 生成 (R)-1-[2-Hydroxy-1-methyl-eth-(Z)-ylidene]-6-aza-spiro[4.5]decan-7-one 、 (R)-1-[2-Hydroxy-1-methyl-eth-(E)-ylidene]-6-aza-spiro[4.5]decan-7-one
  参考文献：
  名称：

  Neighboring effect of the lactam functionality in select reactions of 6-azaspiro[4.5]decane-1,7-dione

  摘要：

  The susceptibility of 6-azaspiro[4.5]decane-1,7-dione (4) to nucleophilic attack was evaluated. Although steric effects preclude the 1,2-addition of many reagents, more reactive lithium and Grignard species react. Attack from the direction syn to the lactam functionality predominates. The acid-catalyzed rearrangement of select products delivered allylic alcohols carrying their double bond at varying distances from the spirocyclic carbon. These designed systems undergo hydrogenation predominantly from that pi-surface syn to the amide component, the more so when a hydroxyl is proximate to these hetero atoms. The same phenomenon operates when N-benzoylated intermediates are hydrolyzed with potassium carbonate in methanol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.091