ethyl 2(E)-5-chloropentenoate | 103741-14-6

• 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 2(E)-5-chloropentenoate
• 英文别名: ethyl (E)-5-chloropent-2-enoate
• CAS: 103741-14-6
• 化学式: C₇H₁₁ClO₂
• 分子量: 162.616
• InChiKey: OWYQLVDPVILIBE-HWKANZROSA-N

物化性质

• 沸点：
  211.1±23.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 2(E)-5-chloropentenoate 、 N-苄基羟胺 以 苯 为溶剂， 反应 24.0h， 以52%的产率得到2-Benzyl-3-(2-chloro-ethyl)-isoxazolidin-5-one
  参考文献：
  名称：

  Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis

  摘要：

  Isoxazolidines that are useful precursors for beta-amino acids have been prepared relying on intermolecular amino Michael addition-intramolecular S(N)2 displacement employing hydroxylamine or hydrate of ketone-based nitrone as an N- and O-centered binucleophile. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00008-8
• 作为产物：
  描述：

  ethyl (E)-5-hydroxypent-2-enoate 在 甲基磺酰氯 、 lithium chloride 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以83%的产率得到ethyl 2(E)-5-chloropentenoate
  参考文献：
  名称：

  Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis

  摘要：

  Isoxazolidines that are useful precursors for beta-amino acids have been prepared relying on intermolecular amino Michael addition-intramolecular S(N)2 displacement employing hydroxylamine or hydrate of ketone-based nitrone as an N- and O-centered binucleophile. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00008-8

文献信息

• Domino Primary Alcohol Oxidation-Wittig Reaction: Total Synthesis of ABT-418 and (<i>E</i>)-4-Oxonon-2-enoic Acid
  作者：Santosh Tilve、Jyoti Shet、Vidya Desai

  DOI：10.1055/s-2004-829123

  日期：——

  Domino oxidation of primary alcohols to α,β-unsaturated compounds using the combination of PCC-NaOAc and stabilized Wittig reagent and its application towards total synthesis of ABT-418 and 4-oxonon-2-enoic acid is described.

  描述了使用 PCC-NaOAc 和稳定的 Wittig 试剂将伯醇多米诺氧化为 α,β-不饱和化合物及其在 ABT-418 和 4-oxonon-2-enoic 酸全合成中的应用。
• Use of β-Chloropropionaldehyde as an Acrolein Equivalent in the Wadsworth-Emmons Modification of the Wittig Reaction
  作者：Kohtaro Tomizawa、David S. Watt、George R. Lenz

  DOI：10.1055/s-1985-31373

  日期：——

  ß-Chloropropionaldehyde (3) has been used as an acrolein equivalent to prepare 5-chloro-2-pentenoates 5 and 5-chloro-2-pentenenitriles 6 by condensing with phosphonates 1.

  ß-氯丙醛（3）被用作丙烯醛的等价物，通过与膦酸盐 1 缩合，制备 5-氯-2-戊烯酸盐 5 和 5-氯-2-戊烯腈 6。
• TOMIZAWA, KOHTARO;WATT, D. S., SYNTHESIS, BRD, 1985, N 9, 887-891
  作者：TOMIZAWA, KOHTARO、WATT, D. S.

  DOI：——

  日期：——
• US5717128A
  申请人：——

  公开号：US5717128A

  公开（公告）日：1998-02-10
• Hemiaminal generated by hydration of ketone-based nitrone as an N,O-centered nucleophile in organic synthesis
  作者：Teruhiko Ishikawa、Keita Nagai、Mami Senzaki、Akiko Tatsukawa、Seiki Saito

  DOI：10.1016/s0040-4020(98)00008-8

  日期：1998.3

  Isoxazolidines that are useful precursors for beta-amino acids have been prepared relying on intermolecular amino Michael addition-intramolecular S(N)2 displacement employing hydroxylamine or hydrate of ketone-based nitrone as an N- and O-centered binucleophile. (C) 1998 Elsevier Science Ltd. All rights reserved.