N,N-dimethylhydrazino-3 butene-2 oate d'ethyle | 82275-27-2

• 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-dimethylhydrazino-3 butene-2 oate d'ethyle
• 英文别名: Ethyl 3-(2,2-dimethylhydrazinyl)but-2-enoate；ethyl 3-(2,2-dimethylhydrazinyl)but-2-enoate
• CAS: 82275-27-2
• 化学式: C₈H₁₆N₂O₂
• 分子量: 172.227
• InChiKey: DMRHWSLUTHXPPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-dimethylhydrazino-3 butene-2 oate d'ethyle 以 甲苯 为溶剂， 以21%的产率得到bi-4:4'-(trimethyl-1,3,4 Δ²-pyrazolinone-5)
  参考文献：
  名称：

  Thermolyse de n,n-dimethyl hydrazinopropenoates. Preparation d'ylures d'oxopyrazolinium et de pyrazolinones-5

  摘要：

  DOI：

  10.1016/s0040-4020(01)90606-4
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 偏二甲肼 以 苯 为溶剂， 以94%的产率得到N,N-dimethylhydrazino-3 butene-2 oate d'ethyle
  参考文献：
  名称：

  Thermolyse de n,n-dimethyl hydrazinopropenoates. Preparation d'ylures d'oxopyrazolinium et de pyrazolinones-5

  摘要：

  DOI：

  10.1016/s0040-4020(01)90606-4

文献信息

• Grohe, Klaus; Heitzer, Helmut, Liebigs Annalen der Chemie, 1982, # 5, p. 884 - 893
  作者：Grohe, Klaus、Heitzer, Helmut

  DOI：——

  日期：——
• Heterocycle Formation through Aza-Annulation: Stereochemically Controlled Syntheses of (.+-.)-5-Epitashiromine and (.+-.)-Tashiromine
  作者：K. Paulvannan、John R. Stille

  DOI：10.1021/jo00086a009

  日期：1994.4

  N-alkylenamines, stabilized through conjugation with an electron-withdrawing group, undergo aza-annulation with acryloyl chloride to provide a convergent route for the construction of six-membered nitrogen heterocycles. In addition to enhancing the C-alkylation process of annulation relative to the competing N-acylation process, the electron withdrawing substituent controlled the regioselectivity of alkene formation in both the intermediate enamine and in the unsaturated lactam product. A variety of functional groups, which include -COMe, -COPh, -CO(2)R, -CONHPh, -CN, -P(O)(OEt)(2), and -SO(2)Ph, were used to determine the effect of the electron-withdrawing substituents upon both the annulation reaction with acryloyl chloride and the subsequent hydrogenation process. When the enamide annulation product was stabilized through conjugation with ester or amide substituents, catalytic hydrogenation of the ate-annulation product resulted in the formation of vicinal stereocenters with high cis selectivity. The utility of this methodology was demonstrated by application of the condensation/aza-annulation/hydrogenation sequence as the key for construction and stereochemical control of the indolizidine ring system of (+/-)-tashiromine.
• Grohe, Klaus; Heitzer, Helmut, Liebigs Annalen der Chemie, 1982, # 5, p. 894 - 901
  作者：Grohe, Klaus、Heitzer, Helmut

  DOI：——

  日期：——
• Grohe, Klaus; Heitzer, Helmut; Wendisch, Detlef, Liebigs Annalen der Chemie, 1982, # 9, p. 1602 - 1614
  作者：Grohe, Klaus、Heitzer, Helmut、Wendisch, Detlef

  DOI：——

  日期：——
• US4284629A
  申请人：——

  公开号：US4284629A

  公开（公告）日：1981-08-18