ethyl 3-(6,6-dimethylheptanamido)propanoate | 1190758-08-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 3-(6,6-dimethylheptanamido)propanoate
• 英文别名: Ethyl 3-(6,6-dimethylheptanoylamino)propanoate
• CAS: 1190758-08-7
• 化学式: C₁₄H₂₇NO₃
• 分子量: 257.373
• InChiKey: XYCAZBUZQODOAP-UHFFFAOYSA-N

物化性质

• 沸点：
  393.8±25.0 °C(predicted)
• 密度：
  0.956±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸苄酯 、 ethyl 3-(6,6-dimethylheptanamido)propanoate 在 lithium diisopropyl amide 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以62%的产率得到benzyl 5-(6,6-dimethylheptanamido)-3-oxopentanoate
  参考文献：
  名称：

  Enantioselective Synthesis of the R-Enantiomer of the Feeding Deterrent (S)-Ypaoamide

  摘要：

  The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S.

  DOI：

  10.1021/jo901557h
• 作为产物：
  描述：

  ethyl 3-(N-(4-methoxybenzyl)-6,6-dimethylheptanamido)propanoate 在 三氟乙酸 作用下， 反应 6.0h， 以83%的产率得到ethyl 3-(6,6-dimethylheptanamido)propanoate
  参考文献：
  名称：

  Enantioselective Synthesis of the R-Enantiomer of the Feeding Deterrent (S)-Ypaoamide

  摘要：

  The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S.

  DOI：

  10.1021/jo901557h

文献信息

• Enantioselective Synthesis of the <i>R</i>-Enantiomer of the Feeding Deterrent (<i>S</i>)-Ypaoamide
  作者：Jie Chen、Pei-Qiang Huang、Yves Queneau

  DOI：10.1021/jo901557h

  日期：2009.10.2

  The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S.