Trifluoro-methanesulfonic acid 8-chloro-oct-3-ynyl ester | 469874-69-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Trifluoro-methanesulfonic acid 8-chloro-oct-3-ynyl ester
• 英文别名: 8-chlorooct-3-ynyl trifluoromethanesulfonate
• CAS: 469874-69-9
• 化学式: C₉H₁₂ClF₃O₃S
• 分子量: 292.707
• InChiKey: GLEQLFHRMZYEHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 8-chloro-oct-3-ynyl ester 在 potassium tert-butylate 、 N,N-二异丙基乙胺 、 sodium iodide 、 lithium hexamethyldisilazane 、 氯甲酸-2,2,2-三氯乙酯 作用下， 以 四氢呋喃 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (4E,6E)-1-(1H-Indol-3-ylmethyl)-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：

  三氟甲磺酸酐 、 1-hydroxy-8-chloro-oct-3-yne 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到Trifluoro-methanesulfonic acid 8-chloro-oct-3-ynyl 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