(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(2-(2-((N-benzylacrylamido)methyl)phenyl)hydrazineylidene)-2-chloroacetate | 256510-35-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(2-(2-((N-benzylacrylamido)methyl)phenyl)hydrazineylidene)-2-chloroacetate
• CAS: 256510-35-7
• 化学式: C₂₉H₃₆ClN₃O₃
• 分子量: 510.076
• InChiKey: NFMKQLHSAJRTTO-LJGDZFJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.0
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(2-(2-((N-benzylacrylamido)methyl)phenyl)hydrazineylidene)-2-chloroacetate 在 盐酸 、 silver carbonate 作用下， 以 乙腈 为溶剂， 生成 5-Benzyl-4-oxo-3a,4,5,6-tetrahydro-3H-1,5,10b-triaza-benzo[e]azulene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
  参考文献：
  名称：

  The first example of a (1R,2S,5R)-(−)-menthyl chiral auxiliary in intramolecular nitrilimine cycloadditions: synthesis of enantiopure pyrazolo[1,5-a][4,1]benzoxazepines and pyrazolo[1,5-a][4,1]benzodiazepines

  摘要：

  By using (1R, 2S, 5R)-(-)-menthyl as a chiral auxiliary, we have developed a synthesis of hydrazonoyl chlorides 2 and 8, treatment of which with silver carbonate promoted the in situ generation of the corresponding nitrilimines 3 and 9. The latter underwent intramolecular cycloaddition giving, respectively, enantiopure pyrazolo[1,5a] [4,1]benzoxazepines 4,5 and pyrazolo[1,5-a][4,1]benzodiazepines 10. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00422-x
• 作为产物：
  描述：

  N-Benzyl-N-(2-nitro-benzyl)-acrylamide 在 盐酸 、 铁粉 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 生成 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(2-(2-((N-benzylacrylamido)methyl)phenyl)hydrazineylidene)-2-chloroacetate
  参考文献：
  名称：

  The first example of a (1R,2S,5R)-(−)-menthyl chiral auxiliary in intramolecular nitrilimine cycloadditions: synthesis of enantiopure pyrazolo[1,5-a][4,1]benzoxazepines and pyrazolo[1,5-a][4,1]benzodiazepines

  摘要：

  By using (1R, 2S, 5R)-(-)-menthyl as a chiral auxiliary, we have developed a synthesis of hydrazonoyl chlorides 2 and 8, treatment of which with silver carbonate promoted the in situ generation of the corresponding nitrilimines 3 and 9. The latter underwent intramolecular cycloaddition giving, respectively, enantiopure pyrazolo[1,5a] [4,1]benzoxazepines 4,5 and pyrazolo[1,5-a][4,1]benzodiazepines 10. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00422-x