D-phenyl-glycine-D-camphor sulphonic-acid salt

• 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: D-phenyl-glycine-D-camphor sulphonic-acid salt
• 英文别名: 2-Anilinoacetic acid;(7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl)methanesulfonic acid
• 化学式: C₈H₉NO₂*C₁₀H₁₆O₄S
• 分子量: 383.466
• InChiKey: CTOBTSKTCZEPCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  苯基甘氨酸酯 、 camphor-10-sulfonic acid 在 Hg 作用下， 以 水 为溶剂， 生成 D-phenyl-glycine-D-camphor sulphonic-acid salt
  参考文献：
  名称：

  Process for preparing optically active phenyl glycine

  摘要：

  制备光学活性苯基甘氨酸的过程包括将苯基甘氨酸酰胺与光学活性樟脑磺酸处理，制备出消旋苯基甘氨酸，然后通过将该消旋体与上述樟脑磺酸处理来分离消旋体。

  公开号：

  US04111980A1

文献信息

• Process for preparing optically active phenyl glycine
  申请人：Stamicarbon, B.V.

  公开号：US04111980A1

  公开（公告）日：1978-09-05

  A process for preparing optically active phenyl glycine includes treating phenyl glycine amide with optically active camphor sulphonic acid to prepare racemic phenyl glycine, followed by resolution of the racemate by treating the racemate with said camphor sulphonic acid.

  制备光学活性苯基甘氨酸的过程包括将苯基甘氨酸酰胺与光学活性樟脑磺酸处理，制备出消旋苯基甘氨酸，然后通过将该消旋体与上述樟脑磺酸处理来分离消旋体。
• Precipitation-induced asymmetric transformation of chiral alpha-amino acids and salts thereof
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0499376A1

  公开（公告）日：1992-08-19

  The present invention provides a method for resolving a mixture of optically active isomers of an α-amino acid to obtain the preferred optically active isomer. The mixture of isomers is contacted with at least one chiral resolving agent in an organic acid, which is at least a partial solvent for the α-amino acid, and in the presence of a mineral acid, which is present in a quantity which does not protonate the NH₂ functionality of the α-amino acid to an extent that diastereomer interconversion is substantially prevented, and in the presence of a catalytic amount of an aromatic aldehyde. The contacting results in simultaneous resolution of a desired diastereomer and interconversion of the remaining undesired diastereomer, to provide a very high yield of the desired diastereomer having a very high optical purity.

  本发明提供了一种解析α-氨基酸光学活性异构体混合物以获得优选光学活性异构体的方法。异构体混合物在有机酸中与至少一种手性分解剂接触，有机酸至少是 α- 氨基酸的部分溶剂，同时存在一种矿物酸，矿物酸的存在量不会使 α- 氨基酸的 NH₂ 官能质子化到基本上阻止非对映异构体相互转化的程度，同时存在催化量的芳香醛。接触过程中，所需的非对映异构体和剩余的非所需非对映异构体的相互转化同时进行，从而获得收率极高、光学纯度极高的所需非对映异构体。