(2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride | 1422207-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride
• 英文别名: (2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol;hydrochloride
• CAS: 1422207-48-4
• 化学式: C₁₀H₁₄N₂O₃*ClH
• 分子量: 246.694
• InChiKey: LXFSVGAJSDTYBF-BAUSSPIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  92.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride 在 N-乙基吗啉 、 palladium 10% on activated carbon 、 甲酸铵 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 32.0h， 生成 N¹-((2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide
  参考文献：
  名称：

  Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold

  摘要：

  A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.118
• 作为产物：
  描述：

  (2S,3R)-N-tert-butyloxycarbonyl-2-amino-3-hydroxy-1-phenyl-4-nitrobutane 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 20.0h， 以94%的产率得到(2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride
  参考文献：
  名称：

  Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold

  摘要：

  A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel derivatives. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.118