(S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((2R)-3-chloro-2-hydroxypropoxy)phenyl)propanoate | 1398109-46-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((2R)-3-chloro-2-hydroxypropoxy)phenyl)propanoate
• 英文别名: [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2R)-3-chloro-2-hydroxypropoxy]phenyl]propanoate
• CAS: 1398109-46-0
• 化学式: C₁₈H₂₅ClO₆
• 分子量: 372.846
• InChiKey: FSAZJCZUNWHHPR-GOEBONIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((2R)-3-chloro-2-hydroxypropoxy)phenyl)propanoate 在 盐酸 、 sodium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 生成 [(4S)-2,2-二甲基-1,3-二氧戊环-4-基]甲基 3-[4-[(2S)-2-羟基-3-[2-(吗啉-4-甲酰氨基)乙基氨基]丙氧基]苯基]丙酸酯盐酸盐
  参考文献：
  名称：

  란디올롤의 거울상선택적 합성 방법

  摘要：

  The method for producing randiolol 1, namely ((S)-2,2-dimethyl-1,3-dioxolane-4-yl)methyl 3-(4-((S)-2-hydroxy-3-(2-(morpholin-4-carboxamido)ethylamino)propoxy)phenyl)propanoate, as an alkylating agent with an epoxide structure, starting from 2-(morpholin-4-carboxamido)ethanamine, especially epichlorohydrin, and 2-(morpholin-4-carboxamido)ethanamine in the form of a glass base or its salt form. The method is carried out without separating most of the intermediates, does not require a purification process using chromatography, and has advantages in terms of yield and productivity. Additionally, the resulting randiolol can be easily converted into randiolol hydrochloride, which is particularly pure and has a high enantiomeric purity.

  公开号：

  KR101862824B1
• 作为产物：
  描述：

  (S)-(2,2-二甲基-1,3-二氧环戊烷-4-基)甲基 3-(4-羟基苯基)丙酸酯 、 环氧氯丙烷 在 (R,R)-(-)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane diaminocobalt(II) 、 对硝基苯甲酸 作用下， 以 二氯甲烷 、 甲基叔丁基醚 为溶剂， 以99.6%的产率得到(S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((2R)-3-chloro-2-hydroxypropoxy)phenyl)propanoate
  参考文献：
  名称：

  란디올롤의 거울상선택적 합성 방법

  摘要：

  The method for producing randiolol 1, namely ((S)-2,2-dimethyl-1,3-dioxolane-4-yl)methyl 3-(4-((S)-2-hydroxy-3-(2-(morpholin-4-carboxamido)ethylamino)propoxy)phenyl)propanoate, as an alkylating agent with an epoxide structure, starting from 2-(morpholin-4-carboxamido)ethanamine, especially epichlorohydrin, and 2-(morpholin-4-carboxamido)ethanamine in the form of a glass base or its salt form. The method is carried out without separating most of the intermediates, does not require a purification process using chromatography, and has advantages in terms of yield and productivity. Additionally, the resulting randiolol can be easily converted into randiolol hydrochloride, which is particularly pure and has a high enantiomeric purity.

  公开号：

  KR101862824B1

文献信息

• "Process for the enantioselective synthesis of landiolol"
  申请人：Procos S.p.A.

  公开号：EP2687521B1

  公开（公告）日：2015-01-07