methyl (1'R,2'R,3R,5'S)-8'-methyl-1,1-dioxospiro[2H-1-benzothiophene-3,3'-8-azabicyclo[3.2.1]octane]-2'-carboxylate | 275823-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: methyl (1'R,2'R,3R,5'S)-8'-methyl-1,1-dioxospiro[2H-1-benzothiophene-3,3'-8-azabicyclo[3.2.1]octane]-2'-carboxylate
• CAS: 275823-13-7
• 化学式: C₁₇H₂₁NO₄S
• 分子量: 335.424
• InChiKey: DDEMSNBOFPFYOT-IYDIDCQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (1'R,2'R,3R,5'S)-8'-methyl-1,1-dioxospiro[2H-1-benzothiophene-3,3'-8-azabicyclo[3.2.1]octane]-2'-carboxylate 在 samarium diiodide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 生成 methyl (1'R,2'R,3R,5'S)-8'-methylspiro[2H-1-benzothiophene-3,3'-8-azabicyclo[3.2.1]octane]-2'-carboxylate
  参考文献：
  名称：

  Synthesis of novel spirocyclic cocaine analogs using the Suzuki coupling

  摘要：

  Novel spirocyclic cocaine analogs were synthesized by employing the Suzuki coupling of ortho-substituted arylboronic acids and an enol triflate derived from cocaine. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00113-1
• 作为产物：
  描述：

  2-甲硫基苯硼酸 在 Oxone 、 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium carbonate 、 lithium bromide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.0h， 生成 methyl (1'R,2'R,3R,5'S)-8'-methyl-1,1-dioxospiro[2H-1-benzothiophene-3,3'-8-azabicyclo[3.2.1]octane]-2'-carboxylate
  参考文献：
  名称：

  Synthesis of novel spirocyclic cocaine analogs using the Suzuki coupling

  摘要：

  Novel spirocyclic cocaine analogs were synthesized by employing the Suzuki coupling of ortho-substituted arylboronic acids and an enol triflate derived from cocaine. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00113-1

文献信息

• Synthesis of novel spirocyclic cocaine analogs using the Suzuki coupling
  作者：Sukumar Sakamuri、Clifford George、Judith Flippen-Anderson、Alan P Kozikowski

  DOI：10.1016/s0040-4039(00)00113-1

  日期：2000.3

  Novel spirocyclic cocaine analogs were synthesized by employing the Suzuki coupling of ortho-substituted arylboronic acids and an enol triflate derived from cocaine. (C) 2000 Elsevier Science Ltd. All rights reserved.