N-methyl-N-propargyl-2-methyl-3-oxobutanamide | 126863-02-3

• 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-methyl-N-propargyl-2-methyl-3-oxobutanamide
• 英文别名: N-methyl-N-propargyl-3-methyl-2-oxobutyramide；N,2-dimethyl-3-oxo-N-prop-2-ynylbutanamide
• CAS: 126863-02-3
• 化学式: C₉H₁₃NO₂
• 分子量: 167.208
• InChiKey: GSUCNGLNKFMNEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methyl-N-propargyl-2-methyl-3-oxobutanamide 以 neat (no solvent) 为溶剂， 反应 3.0h， 以45%的产率得到2-吡咯烷酮,3-乙酰基-1,3-二甲基-4-亚甲基-(9CI)
  参考文献：
  名称：

  Thermolysis of N-unsaturated alkyl-β-ketoamides. An easy access to spirolactams

  摘要：

  A facile access to spirolactams based on the thermal rearrangement of N,N-unsaturated dialkyl- and of N-unsaturated alkyl-N-alkyl-beta-ketoamides is presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00262-7

文献信息

• Metallic Salt Promoted Radical Cyclization of β-Keto Carboxamides and Their Corresponding β-Enamino Carboxamides
  作者：Janine Cossy、Abderrahim Bouzide、Catherine Leblanc

  DOI：10.1021/jo000084u

  日期：2000.11.1

  Substituted lactams and spirolactams were obtained by Mn(III)-induced radical cyclization of unsaturated beta -keto carboxamides. Treatment of the corresponding tertiary enamines under similar reaction conditions and in the presence of K2CO3 afforded the same cyclized products but with inversion of diastereoselectivity. The oxidation of optically pure secondary enamines leads to diastereomeric spirolactams in an approximately 3:1 ratio.
• New synthesis of lactams and spirolactams radical cyclization induced by manganese(III) acetate
  作者：J. Cossy、C. Leblanc

  DOI：10.1016/s0040-4039(01)80737-1

  日期：1989.1
• COSSY, J.;LEBLANC, C., TETRAHEDRON LETT., 30,(1989) N4, C. 4531-4534
  作者：COSSY, J.、LEBLANC, C.

  DOI：——

  日期：——