ethyl 3-methoxy-4-chlorocrotonate | 142274-06-4

• 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: ethyl 3-methoxy-4-chlorocrotonate
• 英文别名: ethyl (E)-4-chloro-3-methoxy-2-butenoate；4-Chlor-3-methoxy-but-2-ensaeure-ethylester；4-chloro-3-methoxy-crotonic acid ethyl ester；4-Chlor-3-methoxy-crotonsaeure-aethylester；ethyl (E)-4-chloro-3-methoxybut-2-enoate
• CAS: 142274-06-4
• 化学式: C₇H₁₁ClO₃
• 分子量: 178.616
• InChiKey: NIIZFHMJEHRMHO-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-methoxy-4-chlorocrotonate 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 154.4h， 生成 3',5-dihydroxy-4'-methoxy-7-(2-methoxy-3-carbethoxyprop-2-enyloxy)flavanone
  参考文献：
  名称：

  Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

  摘要：

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.

  DOI：

  10.1021/jm00136a011
• 作为产物：
  描述：

  4-氯乙酰乙酸乙酯 、 原甲酸三甲酯 在 硫酸 、 四磷十氧化物 作用下， 以 氯仿 为溶剂， 反应 68.0h， 以24%的产率得到ethyl 3-methoxy-4-chlorocrotonate
  参考文献：
  名称：

  POLYCYCLIC PYRAZOLINONE DERIVATIVE AND HERBICIDE COMPRISING SAME AS EFFECTIVE COMPONENT THEREOF

  摘要：

  提供了一个由通式（1）表示的多环吡唑酮衍生物（在该式中，R1、X1、X2、X3和Y表示规范中提供的定义），以及包含其作为有效成分的除草剂。

  公开号：

  US20160024110A1

文献信息

• 4,5-erythro/5,6-threo-Stereoselectivity in vinylogous Mukaiyama aldol addition of a silyloxypyrrole to a threose derivative: stereochemical rationalization and relevance to (+)-castanospermine synthesis
  作者：Roger Hunter、Sophie C.M. Rees-Jones、Hong Su

  DOI：10.1016/j.tetlet.2007.02.100

  日期：2007.4

  Vinylogous Mukaiyama aldol addition of N-p-methoxybenzyl-4-methoxy-2-trimethylsilyloxypyrrole 7 to bis-MOM threose 6 using SnCl4 as promoter gave the 4,5-erythro/5,6-threo adduct 8, with the correct absolute configurations for the castanospermine framework as determined by a single-crystal X-ray structure. A transition-state model is presented to rationalize the stereo selectivity. (c) 2007 Elsevier Ltd. All rights reserved.
• MONKOVIC, IVO;WILLNER, DAVID
  作者：MONKOVIC, IVO、WILLNER, DAVID

  DOI：——

  日期：——
• Arndt et al., 1943, vol. <A> 8, p. 122,148, 149
  作者：Arndt et al.

  DOI：——

  日期：——
• US9580444B2
  申请人：——

  公开号：US9580444B2

  公开（公告）日：2017-02-28