(-)-4-nitro-6-hepten-3-ol | 1084926-86-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (-)-4-nitro-6-hepten-3-ol
• 英文别名: (3S,4S)-4-nitrohept-6-en-3-ol
• CAS: 1084926-86-2
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: AROQRHADGOFFFM-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-4-nitro-6-hepten-3-ol 在 氯化铵 、 锌 作用下， 以 甲醇 、 水 为溶剂， 反应 0.17h， 生成 (3S,4S)-4-aminohept-6-en-3-ol
  参考文献：
  名称：

  An efficient reduction protocol for the synthesis of β-hydroxycarbamates from β-nitro alcohols in one pot: a facile synthesis of (−)-β-conhydrine

  摘要：

  An efficient and practical one-pot protocol for the reduction of beta-nitro alcohols to their corresponding N-(tert-butoxycarbonyl) amino alcohols using Zn-NH4Cl in aqueous methanol is described. Other reducible groups such as ketones and isolated double bonds remained intact. This methodology allows a short synthesis of (-)-beta-conhydrine to be achieved. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.113
• 作为产物：
  描述：

  4-nitrobut-1-ene 、 丙醛 在 (R)-1,1'-Bi-2-naphthol 作用下， 以 四氢呋喃 为溶剂， 反应 60.0h， 以74%的产率得到(-)-4-nitro-6-hepten-3-ol
  参考文献：
  名称：

  An efficient reduction protocol for the synthesis of β-hydroxycarbamates from β-nitro alcohols in one pot: a facile synthesis of (−)-β-conhydrine

  摘要：

  An efficient and practical one-pot protocol for the reduction of beta-nitro alcohols to their corresponding N-(tert-butoxycarbonyl) amino alcohols using Zn-NH4Cl in aqueous methanol is described. Other reducible groups such as ketones and isolated double bonds remained intact. This methodology allows a short synthesis of (-)-beta-conhydrine to be achieved. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.113

文献信息

• An efficient reduction protocol for the synthesis of β-hydroxycarbamates from β-nitro alcohols in one pot: a facile synthesis of (−)-β-conhydrine
  作者：Partha Pratim Saikia、Gakul Baishya、Abhishek Goswami、Nabin C. Barua

  DOI：10.1016/j.tetlet.2008.08.113

  日期：2008.11

  An efficient and practical one-pot protocol for the reduction of beta-nitro alcohols to their corresponding N-(tert-butoxycarbonyl) amino alcohols using Zn-NH4Cl in aqueous methanol is described. Other reducible groups such as ketones and isolated double bonds remained intact. This methodology allows a short synthesis of (-)-beta-conhydrine to be achieved. (C) 2008 Elsevier Ltd. All rights reserved.