(4R,5R)-4-propyl-5-nitro-1-oxaspiro[5.5]undecan-2-one | 1430853-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (4R,5R)-4-propyl-5-nitro-1-oxaspiro[5.5]undecan-2-one
• 英文别名: (4R,5R)-5-nitro-4-propyl-1-oxaspiro[5.5]undecan-2-one
• CAS: 1430853-31-8
• 化学式: C₁₃H₂₁NO₄
• 分子量: 255.314
• InChiKey: GMBQYAKXALQUKI-ZYHUDNBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-硝甲基环己醇 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 咪唑 、 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 (4R,5R)-4-propyl-5-nitro-1-oxaspiro[5.5]undecan-2-one 、 (4S,5S)-4-propyl-5-nitro-1-oxaspiro[5.5]undecan-2-one 、 4-propyl-5-nitro-1-oxaspiro[5.5]undecan-2-one
  参考文献：
  名称：

  Asymmetric organocatalytic Michael–hemiacetalization reaction: access to chiral spiro cis-δ-lactones by in situ oxidation of spiro δ-lactols

  摘要：

  Asymmetric tandem Michael-hemiacetalization reaction between 1-nitromethylcycloalkanol and alpha,beta-unsaturated aldehydes was investigated, which provided an efficient and facile synthesis for spiro cis-delta-lactones by in situ oxidation of Spiro delta-lactols in good overall yields with high to excellent enantioselectivities and diastereoselectivities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.039

文献信息

• Asymmetric organocatalytic Michael–hemiacetalization reaction: access to chiral spiro cis-δ-lactones by in situ oxidation of spiro δ-lactols
  作者：Mo-Hui Wei、Yi-Rong Zhou、Liang-Hu Gu、Fan Luo、Fang-Lin Zhang

  DOI：10.1016/j.tetlet.2013.03.039

  日期：2013.5

  Asymmetric tandem Michael-hemiacetalization reaction between 1-nitromethylcycloalkanol and alpha,beta-unsaturated aldehydes was investigated, which provided an efficient and facile synthesis for spiro cis-delta-lactones by in situ oxidation of Spiro delta-lactols in good overall yields with high to excellent enantioselectivities and diastereoselectivities. (C) 2013 Elsevier Ltd. All rights reserved.