ethyl (5-iodopentoxy)acetate | 503446-29-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl (5-iodopentoxy)acetate
• 英文别名: Ethyl 2-((5-iodopentyl)oxy)acetate；ethyl 2-(5-iodopentoxy)acetate
• CAS: 503446-29-5
• 化学式: C₉H₁₇IO₃
• 分子量: 300.137
• InChiKey: YZYUCSZMVNGOSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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 (5-iodopentoxy)acetate 在 Lindlar's catalyst 喹啉 、 盐酸 、 氢氧化钾 、 三甲基氯硅烷 、 氢气 、 1,2-二溴乙烷 、 锌 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 0.67h， 生成 [5-(3-oxo-2-(pent-2'-enyl)cyclopent-1-enyl)pentyloxy]acetic acid
  参考文献：
  名称：

  Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation

  摘要：

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01484-9
• 作为产物：
  描述：

  5-氯-1-戊醇 在 三氟化硼乙醚 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 79.0h， 生成 ethyl (5-iodopentoxy)acetate
  参考文献：
  名称：

  Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation

  摘要：

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01484-9

文献信息

• Efficient synthesis of [2H2]-tetrahydrodicranenone B and a 3-oxa-analogue resistant against β-oxidation
  作者：Ryan Lauchli、Wilhelm Boland

  DOI：10.1016/s0040-4020(02)01484-9

  日期：2003.1

  A short efficient synthesis of two analogues of tetrahydrodicranenone B as well as a formal synthesis of tetrahydrodicranenone B (1) itself has been devised. The approach is based on an addition/elimination sequence of in situ prepared organocuprates to the iodocyclopentenone (9). The procedure is compatible with functionalised substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.