N,N-Dimethyl-4-(1-methyl-allyloxy)-3-oxo-butyramide | 871123-36-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-Dimethyl-4-(1-methyl-allyloxy)-3-oxo-butyramide
• 英文别名: 4-but-3-en-2-yloxy-N,N-dimethyl-3-oxobutanamide
• CAS: 871123-36-3
• 化学式: C₁₀H₁₇NO₃
• 分子量: 199.25
• InChiKey: RYNKXUGTFPZSFB-UHFFFAOYSA-N

物化性质

• 沸点：
  318.3±27.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  N,N-Dimethyl-4-(1-methyl-allyloxy)-3-oxo-butyramide 在 双(乙腈)氯化钯(II) 氧气 、 ytterbium(III) triflate 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 4.0h， 以98%的产率得到N,N,2,3-tetramethyl-5-oxo-2H-pyran-4-carboxamide
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c
• 作为产物：
  描述：

  (±)-tert-butyl 2-(but-3-en-2-yloxy)acetate 在 氯化亚砜 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 N,N-Dimethyl-4-(1-methyl-allyloxy)-3-oxo-butyramide
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c

文献信息

• Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles
  作者：Kai-Tai Yip、Jin-Heng Li、On-Yi Lee、Dan Yang

  DOI：10.1021/ol052529c

  日期：2005.12.1

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.