2-[(E)-5-Allylamino-pent-2-en-(E)-ylidene]-10-chloro-dec-5-ynoic acid ethyl ester | 469874-72-4

• 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: 2-[(E)-5-Allylamino-pent-2-en-(E)-ylidene]-10-chloro-dec-5-ynoic acid ethyl ester
• CAS: 469874-72-4
• 化学式: C₂₀H₃₀ClNO₂
• 分子量: 351.917
• InChiKey: KYIBCANGABUMFD-HXPQNAEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  24.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[(E)-5-Allylamino-pent-2-en-(E)-ylidene]-10-chloro-dec-5-ynoic acid ethyl ester 在 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到(4E,6E)-1-Allyl-azacyclopentadeca-4,6-dien-10-yne-7-carboxylic acid ethyl ester
  参考文献：
  名称：

  Regio- and stereocontrolled preparation of α-substituted phosphonocrotonate derivatives

  摘要：

  Under suitable reaction conditions, monoalkylation of triethyl phosphonocrotonate 11 could be efficiently accomplished, leading to the preparation of a-substituted phosphonates 15. The reaction is totally regioselective and completely (E)-selective. The novel phosphonocrotonate 19 underwent smooth Horner-Emmons condensation, producing a key-precursor for the synthesis of the middle core of the manzamine alkaloids. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01001-8
• 作为产物：
  描述：

  三乙基4-膦酰巴豆酸酯 在 potassium tert-butylate 、 lithium hexamethyldisilazane 、 氯甲酸-2,2,2-三氯乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-[(E)-5-Allylamino-pent-2-en-(E)-ylidene]-10-chloro-dec-5-ynoic acid ethyl ester
  参考文献：
  名称：

  Regio- and stereocontrolled preparation of α-substituted phosphonocrotonate derivatives

  摘要：

  Under suitable reaction conditions, monoalkylation of triethyl phosphonocrotonate 11 could be efficiently accomplished, leading to the preparation of a-substituted phosphonates 15. The reaction is totally regioselective and completely (E)-selective. The novel phosphonocrotonate 19 underwent smooth Horner-Emmons condensation, producing a key-precursor for the synthesis of the middle core of the manzamine alkaloids. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01001-8