4-(6-Carbomethoxy-2(Z)-hexenyl)-1-(6-hydroxyhexyl)-5-methyl-3-(3-oxo-1(E)-octenyl)pyrazole | 158047-22-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(6-Carbomethoxy-2(Z)-hexenyl)-1-(6-hydroxyhexyl)-5-methyl-3-(3-oxo-1(E)-octenyl)pyrazole
• 英文别名: methyl (Z)-7-[1-(6-hydroxyhexyl)-5-methyl-3-[(E)-3-oxooct-1-enyl]pyrazol-4-yl]hept-5-enoate
• CAS: 158047-22-4
• 化学式: C₂₆H₄₂N₂O₄
• 分子量: 446.63
• InChiKey: IFVYEGFJDPXQHI-SAZCNHGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(6-Carbomethoxy-2(Z)-hexenyl)-1-(6-hydroxyhexyl)-5-methyl-3-(3-oxo-1(E)-octenyl)pyrazole 在 四丙基高钌酸铵 吡啶 、 sodium hydroxide 、 sodium tetrahydroborate 、 cerium(III) chloride 、 4 A molecular sieve 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 19.25h， 生成 3-(3-(tert-Butyldimethylsiloxy)-1(E)-octenyl)-4-(6-carboxy-2(Z)-hexenyl)-5-methyl-1-(6-oxohexyl)pyrazole
  参考文献：
  名称：

  Synthesis of a Pyrazole Isostere of Pyrroles Formed by the Reaction of the .epsilon.-Amino Groups of Protein Lysyl Residues with Levuglandin E2

  摘要：

  A pyrazole isostere of pyrroles that are formed in the reaction of levuglandin E(2) (LGE(2)) with proteins was prepared. The heterocycle was generated, together with a structural isomer, by condensation of a monoalkylhydrazine with a 1,3-diketone. Structures of the isomeric pyrazoles were established by NOE experiments. Coupling with proteins to provide antigens was achieved in the presence of alkene, carboxyl, and allylic hydroxyl functionality by reductive alkylation with an aldehyde group at the end of an n-alkyl tether to the 1-position of the pyrazole isostere.

  DOI：

  10.1021/jo00099a040
• 作为产物：
  描述：

  6-氯-1-己醇 在 4-二甲氨基吡啶 、 sodium hydride 、 一水合肼 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 4-(6-Carbomethoxy-2(Z)-hexenyl)-1-(6-hydroxyhexyl)-5-methyl-3-(3-oxo-1(E)-octenyl)pyrazole
  参考文献：
  名称：

  Synthesis of a Pyrazole Isostere of Pyrroles Formed by the Reaction of the .epsilon.-Amino Groups of Protein Lysyl Residues with Levuglandin E2

  摘要：

  A pyrazole isostere of pyrroles that are formed in the reaction of levuglandin E(2) (LGE(2)) with proteins was prepared. The heterocycle was generated, together with a structural isomer, by condensation of a monoalkylhydrazine with a 1,3-diketone. Structures of the isomeric pyrazoles were established by NOE experiments. Coupling with proteins to provide antigens was achieved in the presence of alkene, carboxyl, and allylic hydroxyl functionality by reductive alkylation with an aldehyde group at the end of an n-alkyl tether to the 1-position of the pyrazole isostere.

  DOI：

  10.1021/jo00099a040

文献信息

• US5686250A
  申请人：——

  公开号：US5686250A

  公开（公告）日：1997-11-11