4-methoxy-N-[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]aniline | 205647-25-2

• 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: 4-methoxy-N-[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]aniline
• CAS: 205647-25-2
• 化学式: C₁₈H₁₈N₂OS
• 分子量: 310.42
• InChiKey: RGSNXUNDPCWYID-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  62.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxy-N-[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]aniline 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 (S)-2-苯基-1-(噻唑-2-基)乙胺
  参考文献：
  名称：

  Enantioselective Addition of Thiazolyllithiumto Aldimines with the Aid of Chiral Ligand. Asymmetric Synthesis of (S)-Doe, a Component of Marine Natural Product, Dolastatin 10

  摘要：

  The external chiral ligand mediated asymmetric reaction of thiazolyllithium with aldimines was examined. The amino ether (5) gave rise to relatively high selectivity in the reaction of phenylimine, and sparteine (6) provided high selectivity in the reaction of imines bearing an alpha-methylene group. The reaction was applied to the synthesis of (S)-Doe, a component of antileukemic marine natural product, dolastatin 10.

  DOI：

  10.3987/com-97-s(n)15
• 作为产物：
  描述：

  苯乙醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 、 4 A molecular sieve 、 鹰爪豆碱 作用下， 以 甲苯 、 苯 为溶剂， 反应 0.25h， 生成 4-methoxy-N-[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]aniline
  参考文献：
  名称：

  Enantioselective Addition of Thiazolyllithiumto Aldimines with the Aid of Chiral Ligand. Asymmetric Synthesis of (S)-Doe, a Component of Marine Natural Product, Dolastatin 10

  摘要：

  The external chiral ligand mediated asymmetric reaction of thiazolyllithium with aldimines was examined. The amino ether (5) gave rise to relatively high selectivity in the reaction of phenylimine, and sparteine (6) provided high selectivity in the reaction of imines bearing an alpha-methylene group. The reaction was applied to the synthesis of (S)-Doe, a component of antileukemic marine natural product, dolastatin 10.

  DOI：

  10.3987/com-97-s(n)15

文献信息

• Enantioselective Addition of Thiazolyllithiumto Aldimines with the Aid of Chiral Ligand. Asymmetric Synthesis of (S)-Doe, a Component of Marine Natural Product, Dolastatin 10
  作者：Kiyoshi Tomioka、Maki Satoh、Daisuke Taniyama、Motomu Kanai、Akira Iida

  DOI：10.3987/com-97-s(n)15

  日期：——

  The external chiral ligand mediated asymmetric reaction of thiazolyllithium with aldimines was examined. The amino ether (5) gave rise to relatively high selectivity in the reaction of phenylimine, and sparteine (6) provided high selectivity in the reaction of imines bearing an alpha-methylene group. The reaction was applied to the synthesis of (S)-Doe, a component of antileukemic marine natural product, dolastatin 10.