2-(4-chlorobutyl)-2-ene-1,4-cyclohexanedione-4-monoethylene acetal | 1177265-63-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-chlorobutyl)-2-ene-1,4-cyclohexanedione-4-monoethylene acetal
• 英文别名: 7-(4-Chlorobutyl)-1,4-dioxaspiro[4.5]dec-6-en-8-one
• CAS: 1177265-63-2
• 化学式: C₁₂H₁₇ClO₃
• 分子量: 244.718
• InChiKey: BOFVVGJBPPADJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  2-(4-chlorobutyl)-2-ene-1,4-cyclohexanedione-4-monoethylene acetal 、 ethane,iodozinc(1+) 在 三甲基氯硅烷 、 copper(I) cyanide di(lithium chloride) 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到(+/-)-(2R,3R)-2-(4-chlorobutyl)-3-ethyl-1,4-cyclohexanedione-4-monoethylene acetal
  参考文献：
  名称：

  Total synthesis of (±)-13-epineostenine

  摘要：

  An efficient total synthesis of (+/-)-13-epineostenine (2) has been achieved in 15 steps and 17% overall yield. This approach involved the key alkylation/Michael additions of the central 1,4-cyclohexanedione monoethylene acetal and all of the stereocenters on central cyclohexane moiety were generated in highly stereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.022
• 作为产物：
  描述：

  C₁₅H₂₇ClO₃Si 在 palladium diacetate 、 对苯醌 作用下， 以 乙腈 为溶剂， 生成 2-(4-chlorobutyl)-2-ene-1,4-cyclohexanedione-4-monoethylene acetal
  参考文献：
  名称：

  Total synthesis of (±)-13-epineostenine

  摘要：

  An efficient total synthesis of (+/-)-13-epineostenine (2) has been achieved in 15 steps and 17% overall yield. This approach involved the key alkylation/Michael additions of the central 1,4-cyclohexanedione monoethylene acetal and all of the stereocenters on central cyclohexane moiety were generated in highly stereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.022

文献信息

• Total synthesis of (±)-13-epineostenine
  作者：Meng Tang、Chun-An Fan、Fu-Min Zhang、Yong-Qiang Tu

  DOI：10.1016/j.tet.2009.05.022

  日期：2009.7

  An efficient total synthesis of (+/-)-13-epineostenine (2) has been achieved in 15 steps and 17% overall yield. This approach involved the key alkylation/Michael additions of the central 1,4-cyclohexanedione monoethylene acetal and all of the stereocenters on central cyclohexane moiety were generated in highly stereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.