iso-propyl 2-hydroxy-3-hydroxyliminomethylpentanoate | 130865-80-4

• 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: iso-propyl 2-hydroxy-3-hydroxyliminomethylpentanoate
• 英文别名: 1-Methylethyl 2-hydroxy-3-[(hydroxyimino)methyl]pentanoate；propan-2-yl 2-hydroxy-3-(hydroxyiminomethyl)pentanoate
• CAS: 130865-80-4
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: HFYIQTOLSCTVDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  79.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  iso-propyl 2-hydroxy-3-hydroxyliminomethylpentanoate 在 盐酸 、 sodium methylate 、 borane pyridine complex 作用下， 以 乙醇 为溶剂， 反应 18.5h， 生成 1-benzyloxy-4-ethyl-3-hydroxy-2-pyrrolidinone
  参考文献：
  名称：

  Routes to 4-substituted analogues of the glycine/NMDA antagonist HA-996. Enantioselective synthesis of (3R,4R) 3-amino-1-hydroxy-4-methyl-2-pyrrolidinone (L-687, 414).

  摘要：

  Glycine anion (4) and glycine cation (8) synthons are used in efficient syntheses of 4-substituted analogues of HA-966 (1). A stereospecific route to cis derivatives involves hydrogenation of examines such as 16. Introduction of a chiral auxiliary leads to an enantioselective synthesis of 2a (L-687,414).

  DOI：

  10.1016/s0040-4020(01)88493-3
• 作为产物：
  描述：

  丁醛肟 、 isopropyl glyoxalate 在 正丁基锂 作用下， 生成 iso-propyl 2-hydroxy-3-hydroxyliminomethylpentanoate
  参考文献：
  名称：

  Routes to 4-substituted analogues of the glycine/NMDA antagonist HA-996. Enantioselective synthesis of (3R,4R) 3-amino-1-hydroxy-4-methyl-2-pyrrolidinone (L-687, 414).

  摘要：

  Glycine anion (4) and glycine cation (8) synthons are used in efficient syntheses of 4-substituted analogues of HA-966 (1). A stereospecific route to cis derivatives involves hydrogenation of examines such as 16. Introduction of a chiral auxiliary leads to an enantioselective synthesis of 2a (L-687,414).

  DOI：

  10.1016/s0040-4020(01)88493-3

文献信息

• Routes to 4-substituted analogues of the glycine/NMDA antagonist HA-996. Enantioselective synthesis of (3R,4R) 3-amino-1-hydroxy-4-methyl-2-pyrrolidinone (L-687, 414).
  作者：Michael Rowley、Paul D. Leeson、Brian J. Williams、Kevin W. Moore、Raymond Baker

  DOI：10.1016/s0040-4020(01)88493-3

  日期：1992.1

  Glycine anion (4) and glycine cation (8) synthons are used in efficient syntheses of 4-substituted analogues of HA-966 (1). A stereospecific route to cis derivatives involves hydrogenation of examines such as 16. Introduction of a chiral auxiliary leads to an enantioselective synthesis of 2a (L-687,414).