(2R,3R,6S)-2,3-Dimethyl-1,4-dioxa-7-aza-dispiro[4.0.4.3]tridecan-8-one | 187106-13-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,6S)-2,3-Dimethyl-1,4-dioxa-7-aza-dispiro[4.0.4.3]tridecan-8-one
• 英文别名: (5S,8R,9R)-8,9-dimethyl-7,10-dioxa-4-azadispiro[4.0.46.35]tridecan-3-one
• CAS: 187106-13-4
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: HBZDYLHXTGUODQ-KKZNHRDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3R,6S)-2,3-Dimethyl-1,4-dioxa-7-aza-dispiro[4.0.4.3]tridecan-8-one 在 溶剂黄146 作用下， 反应 2.0h， 以100%的产率得到(S)-1-azaspiro[4.4]nonane-2,6-dione
  参考文献：
  名称：

  1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers

  摘要：

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00509-5
• 作为产物：
  描述：

  3-(2-Acetoxy-1-cyclopentenyl)-propionsaeure-methylester 在 硝酸铵 、 对甲苯磺酸 、 溶剂黄146 、 三氟乙酸 、 锌 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 13.5h， 生成 (2R,3R,6S)-2,3-Dimethyl-1,4-dioxa-7-aza-dispiro[4.0.4.3]tridecan-8-one
  参考文献：
  名称：

  1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers

  摘要：

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00509-5

文献信息

• 1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers
  作者：Tatsuo Nagasaka、Hiroto Sato、Shin-ichiro Saeki

  DOI：10.1016/s0957-4166(96)00509-5

  日期：1997.1

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.