(5S)-5-benzyl-3-[(1R)-3-morpholin-4-yl-1-phenylpropyl]-1,3-oxazolidin-2-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (5S)-5-benzyl-3-[(1R)-3-morpholin-4-yl-1-phenylpropyl]-1,3-oxazolidin-2-one
• 化学式: C₂₃H₂₈N₂O₃
• 分子量: 380.5
• InChiKey: WWJMBWIAMCXOIU-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

文献信息

• PROCESS FOR THE PREPARATION OF OXAZOLIDINONE DERIVATIVE
  申请人：NIPPON CHEMIPHAR CO., LTD.

  公开号：EP1118611A1

  公开（公告）日：2001-07-25

  The invention relates to a process for preparing (5RS)-5-benzyl-3-[(1SR)-3-morpholino-1-phenylpropyl]-1,3-oxazolidin-2-one or its pharmacologically acceptable salt which is of value as a remedy for treatment of incontinence of urine and thamuria and which is performed by the steps of: dissolving an acid and a mixture of (2RS)-1- [(1SR)-3-morpholino-1-phenylpropyl]amino-3-phenyl-2-propanol and (2RS) -1- ((lRS,) -3-morpholino-1-phenylpropyl] amino-3-phenyl-2-propanol in a solvent to obtain a salt of the former (1SR)-compound utilizing difference of solubility between the salt of (1SR)-compound and a salt of the latter (1RS)-compound; bringing a basic compound into contact with the salt of (1SR)-compound to produce a free (1SR)-compound; reacting thus produced (2RS)-1-[(1SR)-3-morpholino-1-phenylpropyl]amino-3-phenyl-2-propanol with a compound having the formula (I):         R2C=O     (I) wherein R represents a chlorine atom, an alkoxy group, an aryloxy group or an amino group, or a chloroformic acid ester; and cyclizing the resulting product.

  本发明涉及一种制备(5RS)-5-苄基-3-[(1SR)-3-吗啉基-1-苯基丙基]-1,3-恶唑啉-2-酮或其药理上可接受的盐的工艺，该工艺具有治疗尿失禁和thamuria的价值，其步骤如下： 将酸和(2RS)-1-[(1SR)-3-吗啉基-1-苯丙基]氨基-3-苯基-2-丙醇和(2RS)-1-((lRS,)-3-吗啉基-1-苯丙基]氨基-3-苯基-2-丙醇的混合物溶解在溶剂中，利用(1SR)-化合物的盐和(1RS)-化合物的盐之间的溶解度差异，得到前者(1SR)-化合物的盐； 将碱性化合物与(1SR)-化合物的盐接触，生成游离的(1SR)-化合物； 将生成的(2RS)-1-[(1SR)-3-吗啉基-1-苯基丙基]氨基-3-苯基-2-丙醇与式(I)化合物反应： R2C=O (I) 其中 R 代表氯原子、烷氧基、芳氧基或氨基或氯甲酸酯；以及 使所得产物环化。