Formic acid 2-[(R)-6-benzoyl-7-oxo-6-aza-spiro[4.5]dec-(1Z)-ylidene]-propyl ester | 871102-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Formic acid 2-[(R)-6-benzoyl-7-oxo-6-aza-spiro[4.5]dec-(1Z)-ylidene]-propyl ester
• CAS: 871102-20-4
• 化学式: C₂₀H₂₃NO₄
• 分子量: 341.407
• InChiKey: PECFUDGNPZBRNR-ICFOKQHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Formic acid 2-[(R)-6-benzoyl-7-oxo-6-aza-spiro[4.5]dec-(1Z)-ylidene]-propyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以90%的产率得到
  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：

  6-azaspiro[4,5]decane-1,7-dione 在 三氟甲磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 10.5h， 生成 Formic acid 2-[(R)-6-benzoyl-7-oxo-6-aza-spiro[4.5]dec-(1Z)-ylidene]-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