(1S)-2-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine | 728040-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (1S)-2-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine
• CAS: 728040-97-9
• 化学式: C₂₅H₂₀N₄O
• 分子量: 392.46
• InChiKey: YXOKJGKSWIRMEY-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.18
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S)-2-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以95%的产率得到(S)-1-[(dimethylamino)(phenyl)methyl]-2-naphthol
  参考文献：
  名称：

  Highly regioselective N-alkylation of nonracemic Betti base: a novel one-pot synthesis of chiral N-methyl-N-alkyl Betti bases

  摘要：

  A novel one-pot preparation of chiral N-methyl-N-alkyl Betti bases has been developed involving a highly regioselective N-alkylation of (S)-(+)-Betti base. The strategy involved formation-cleavage of the oxazine ring and N-methylation with BtCH(2)OH under neutral conditions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.04.006
• 作为产物：
  描述：

  (S)-(+)-1-(Alpha-氨基苄基)-2-萘酚 以 甲醇 为溶剂， 反应 1.0h， 生成 (1S)-2-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine
  参考文献：
  名称：

  Highly regioselective N-alkylation of nonracemic Betti base: a novel one-pot synthesis of chiral N-methyl-N-alkyl Betti bases

  摘要：

  A novel one-pot preparation of chiral N-methyl-N-alkyl Betti bases has been developed involving a highly regioselective N-alkylation of (S)-(+)-Betti base. The strategy involved formation-cleavage of the oxazine ring and N-methylation with BtCH(2)OH under neutral conditions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.04.006

文献信息

• Highly regioselective N-alkylation of nonracemic Betti base: a novel one-pot synthesis of chiral N-methyl-N-alkyl Betti bases
  作者：Yanmei Dong、Jianwei Sun、Xinyan Wang、Xuenong Xu、Liya Cao、Yuefei Hu

  DOI：10.1016/j.tetasy.2004.04.006

  日期：2004.5

  A novel one-pot preparation of chiral N-methyl-N-alkyl Betti bases has been developed involving a highly regioselective N-alkylation of (S)-(+)-Betti base. The strategy involved formation-cleavage of the oxazine ring and N-methylation with BtCH(2)OH under neutral conditions. (C) 2004 Elsevier Ltd. All rights reserved.