(5R)-5-[(2S)-butan-2-yl]imidazolidine-2,4-dione | 625111-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (5R)-5-[(2S)-butan-2-yl]imidazolidine-2,4-dione
• CAS: 625111-97-9
• 化学式: C₇H₁₂N₂O₂
• 分子量: 156.18
• InChiKey: ZUYPRBNQYTZYIK-CRCLSJGQSA-N

物化性质

• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

文献信息

• Methods for producing diastereomers of isoleucine
  申请人：——

  公开号：US20040048342A1

  公开（公告）日：2004-03-11

  Methods for producing single diastereomers of isoleucine in high stereochemical purity are provided. D-isoleucine is produced by converting (R)-2-methylbutyraldehyde to a diastereomeric mixture of D-isoleucine hydantoin and L-allo-isoleucine hydantoin (5S-[(R)-1-methylpropyl]hydantoin) under conditions whereby no significant racemization of the chiral center in (R)-2-methylbutyraldehyde occurs, followed by contacting said diastereomeric hydantoin mixture with a D-hydantoinase to stereoselectively hydrolyze any D-isoleucine hydantoin in the mixture to the corresponding N-carbamoyl-D-isoleucine, preferably under conditions permitting the simultaneous epimerization of the chiral center at C-5 of the hydantoin. The simultaneous epimerization permits the reaction to be carried out to substantial completion so that the diastereomeric hydantoin mixture is converted to N-carbamoyl-D-isoleucine in high yield. The N-carbamoyl-D-isoleucine is then decarbamoylated to produce D-isoleucine. Similar procedures are used to produce single diastereomers of L-isoleucine, L-allo-isoleucine, and D-allo-isoleucine.

  提供了生产高立体化纯度的单对异构体异亮氨酸的方法。通过将(R)-2-甲基丁醛转化为D-异亮氨酸肼和L-异构异亮氨酸肼(5S-[(R)-1-甲基丙基]肼)的对映异构体混合物来生产D-异亮氨酸，条件下(R)-2-甲基丁醛手性中心没有发生显著的消旋化，然后将该对映异构体肼混合物与D-肼酶接触，以立体选择性水解混合物中的任何D-异亮氨酸肼为相应的N-氨基甲酰-D-异亮氨酸，最好在同时使肼环的C-5手性中心发生对映异构化的条件下进行。同时的对映异构化使反应可以进行到相当的完成度，以便将对映异构体肼混合物转化为高收率的N-氨基甲酰-D-异亮氨酸。然后将N-氨基甲酰-D-异亮氨酸脱氨甲酰化以产生D-异亮氨酸。类似的程序用于生产单对映异构体的L-异亮氨酸、L-异构异亮氨酸和D-异构异亮氨酸。
• US6830904B2
  申请人：——

  公开号：US6830904B2

  公开（公告）日：2004-12-14