N-Acetyl-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane | 169235-93-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-Acetyl-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane
• 英文别名: (1S,5R,7R)-2-acetyl-10,10-dimethyl-4-oxa-2-azatricyclo[5.2.1.01,5]decan-3-one
• CAS: 169235-93-2
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: IMHXXUGCGAQMPC-KBVBSXBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(phenylthio)propenal 、 N-Acetyl-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane 在 四氯化钛 、 N,N-二异丙基乙胺 作用下， 生成 N-<(S)-3-hydroxy-5-phenylthio-4-pentenoyl>-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane 、 N-<(R)-3-hydroxy-5-phenylthio-4-pentenoyl>-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane
  参考文献：
  名称：

  Yan, Tu-Hsin; Hung, An-Wei; Lee, Hui-Chun, Journal of the Chinese Chemical Society, 1995, vol. 42, # 4, p. 691 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  (6R,7aR)-8,8-dimethylhexahydro-2H-3a,6-methanobenzo[d]-oxazol-2-one 、 乙酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-Acetyl-(1S,5R,7R)-10,10-dimethyl-3-oxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane
  参考文献：
  名称：

  Asymmetric Aldol Type Reactions of Acetate Imide Enolates

  摘要：

  Titanium-mediated chelation-controlled aldol type reactions of acetate thioimide enolates with representative aldehydes proceed with high ct-facial differentiation. An investigation of the influence of the nature of the imide enolate ligands and the Lewis acids in the non-chelation-controlled aldol bond construction process of acetate imide enolates reveals that alternation of either the boryl geometry or imide enolate ligand leads to pi-facial selectivity switch.

  DOI：

  10.1021/jo00116a011

文献信息

• Yan, Tu-Hsin; Hung, An-Wei; Lee, Hui-Chun, Journal of the Chinese Chemical Society, 1995, vol. 42, # 4, p. 691 - 700
  作者：Yan, Tu-Hsin、Hung, An-Wei、Lee, Hui-Chun、Liu, Wen-Hung、Chang, Chii-Shin

  DOI：——

  日期：——
• Asymmetric Aldol Type Reactions of Acetate Imide Enolates
  作者：Tu-Hsin Yan、An-Wei Hung、Hui-Chun Lee、Chii-Shin Chang、Wen-Hung Liu

  DOI：10.1021/jo00116a011

  日期：1995.6

  Titanium-mediated chelation-controlled aldol type reactions of acetate thioimide enolates with representative aldehydes proceed with high ct-facial differentiation. An investigation of the influence of the nature of the imide enolate ligands and the Lewis acids in the non-chelation-controlled aldol bond construction process of acetate imide enolates reveals that alternation of either the boryl geometry or imide enolate ligand leads to pi-facial selectivity switch.