methyl (1R,5S)-8-methyl-3-(2-methylsulfanylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate | 275823-10-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (1R,5S)-8-methyl-3-(2-methylsulfanylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate
• CAS: 275823-10-4
• 化学式: C₁₇H₂₁NO₂S
• 分子量: 303.425
• InChiKey: SEEMREGEFMLMMA-SMDDNHRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (1R,5S)-8-methyl-3-(2-methylsulfanylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以91%的产率得到methyl (1R,5S)-8-methyl-3-(2-methylsulfonylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-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：

  (1R)-2-carboxymethoxy-3-[[(trifluoromethyl)sulfonyl]oxy]-8-methyl-8-azabicyclo[3.2.1]oct-2-ene 、 2-甲硫基苯硼酸 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium carbonate 、 lithium bromide 作用下， 以 various solvent(s) 为溶剂， 以82%的产率得到methyl (1R,5S)-8-methyl-3-(2-methylsulfanylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-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.