10-Chloro-2-[2-(diethoxy-phosphoryl)-eth-(E)-ylidene]-dec-5-ynoic acid ethyl ester | 469874-70-2

• 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: 10-Chloro-2-[2-(diethoxy-phosphoryl)-eth-(E)-ylidene]-dec-5-ynoic acid ethyl ester
• 英文别名: ethyl (2E)-10-chloro-2-(2-diethoxyphosphorylethylidene)dec-5-ynoate
• CAS: 469874-70-2
• 化学式: C₁₈H₃₀ClO₅P
• 分子量: 392.86
• InChiKey: PESYVUHNAZCOAQ-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  10-Chloro-2-[2-(diethoxy-phosphoryl)-eth-(E)-ylidene]-dec-5-ynoic acid ethyl ester 在 potassium tert-butylate 、 N,N-二异丙基乙胺 、 sodium iodide 、 氯甲酸-2,2,2-三氯乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (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：

  1-hydroxy-8-chloro-oct-3-yne 在 吡啶 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 10-Chloro-2-[2-(diethoxy-phosphoryl)-eth-(E)-ylidene]-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