(S)-N-(1-hydroxy-3-phenylpropan-2-yl)-N-isopropylnitrous amide | 915772-83-7

• 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: (S)-N-(1-hydroxy-3-phenylpropan-2-yl)-N-isopropylnitrous amide
• CAS: 915772-83-7
• 化学式: C₁₂H₁₈N₂O₂
• 分子量: 222.287
• InChiKey: JGRPYZWINODKTJ-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.9
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-N-(1-hydroxy-3-phenylpropan-2-yl)-N-isopropylnitrous amide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-(isopropylhydrazino)-3-phenyl-1-propanol
  参考文献：
  名称：

  Synthesis and application of oxadiazines as chiral ligands for the enantioselective addition of diethylzinc to aldehydes

  摘要：

  A series of oxadiazines derived from L-phenylalanine bearing phenolic substituents have been synthesized in a multistep one pot process This process involves the reaction of a mixed anhydride with a beta-hydrazino alcohol methanesulfonylation of the alcohol moiety and base induced cyclization The resultant oxadiazines were employed in the asymmetric addition of diethylzinc to aldehydes (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.09.010
• 作为产物：
  描述：

  L-苯丙氨酸 在 盐酸 、 sodium tetrahydroborate 、 碘 、 magnesium sulfate 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 65.0h， 生成 (S)-N-(1-hydroxy-3-phenylpropan-2-yl)-N-isopropylnitrous amide
  参考文献：
  名称：

  Synthesis, reactivity and conformational stability of an l-phenylalanine derived oxadiazinanone

  摘要：

  An L-phenylalanine derived oxadiazinanone bearing an isopropyl group at the N-4-position was prepared and acylated with either hydrocinnamoyl or propanoyl chloride. These oxadiazinanones were utilized in titanium-mediated asymmetric aldol reactions with aromatic and aliphatic aldehydes. The diastereoselectivities observed from these reactions ranged from fair to very good and suggested that the N-4-isopropyl-L-phenylalanine based oxadiazinanones are conformationally and configurationally stable at the N-4-nitrogen. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.002