2,2-Dimethyl-propionic acid 2-[1-(2,3-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl ester | 298709-73-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2,2-Dimethyl-propionic acid 2-[1-(2,3-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl ester
• 英文别名: 2-[1-(2,3-Dimethoxyphenyl)-4-oxocyclohex-2-en-1-yl]ethyl 2,2-dimethylpropanoate
• CAS: 298709-73-6
• 化学式: C₂₁H₂₈O₅
• 分子量: 360.45
• InChiKey: JNLUXPMZAIBUHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid 2-[1-(2,3-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl ester 在 四氯化钛 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 2,2-Dimethyl-propionic acid 2-[(7S,8S)-7-allyl-8-(2,3-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-ethyl ester
  参考文献：
  名称：

  Diastereoselective Synthesis of 3,4-Dimethoxy-7-morphinanone: A Potential Route to Morphine

  摘要：

  Diastereoselective synthesis of racemic 3,4-dimethoxy-7-morphinanone from racemic 2-(2,3-dimethoxyphenyl)cyclohexen-1-ol has been achieved. The relative structure has been determined by transformation of the product into the known 3,4-dimethoxy-6-morphinanone. Resolution of the starting cyclohexenol has also been accomplished for use in a future enantiocontrolled synthesis of morphine.

  DOI：

  10.1021/ol006172i
• 作为产物：
  描述：

  2,2-Dimethyl-propionic acid 2-[(1S,2R)-1-(2,3-dimethoxy-phenyl)-2-methylsulfanylthiocarboxyoxy-cyclohexyl]-ethyl ester 在 3,5-二甲基吡唑 、 chromium(VI) oxide 作用下， 以 邻二氯苯 为溶剂， 生成 2,2-Dimethyl-propionic acid 2-[1-(2,3-dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl ester
  参考文献：
  名称：

  Diastereoselective Synthesis of 3,4-Dimethoxy-7-morphinanone: A Potential Route to Morphine

  摘要：

  Diastereoselective synthesis of racemic 3,4-dimethoxy-7-morphinanone from racemic 2-(2,3-dimethoxyphenyl)cyclohexen-1-ol has been achieved. The relative structure has been determined by transformation of the product into the known 3,4-dimethoxy-6-morphinanone. Resolution of the starting cyclohexenol has also been accomplished for use in a future enantiocontrolled synthesis of morphine.

  DOI：

  10.1021/ol006172i