4-吗啉甲酰胺-N-(2-氨基乙基)盐酸盐 | 88017-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 4-吗啉甲酰胺-N-(2-氨基乙基)盐酸盐
• 英文名称: 2-(morpholine-4-carboxamido)ethanamino hydrochloride
• 英文别名: 2-(morpholin-4-carboxamido)ethylamine hydrochloride；N-(2-aminoethyl)-4-morpholinecarboxamide hydrochloride；N-(2-Aminoethyl)morpholine-4-carboxamide hydrochloride；N-(2-aminoethyl)morpholine-4-carboxamide;hydrochloride
• CAS: 88017-03-2
• 化学式: C₇H₁₅N₃O₂*ClH
• 分子量: 209.676
• InChiKey: IBHMRVSCIXUNHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  67.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-吗啉甲酰胺-N-(2-氨基乙基)盐酸盐 、 (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((2R)-3-chloro-2-hydroxypropoxy)phenyl)propanoate 在 sodium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 以55.6%的产率得到兰地洛尔
  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

• Method for the synthesis of pharmacologically active compounds and
  申请人：Aktiebolaget Hassle

  公开号：US04777293A1

  公开（公告）日：1988-10-11

  A process for the preparation of an aryloxypropanolamine of the formula Ar--OCH.sub.2 CH(OH)CH.sub.2 NH--R I wherein Ar is a carbocyclic or heterocyclic aromatic group and R is an alkyl or substituted alkyl group having 1 to 6 carbon atoms, characterized in subjecting a compound of the formula ##STR1## to oxidative cleavage to a dialdehyde of the formula ##STR2## which is then made subject to reduction, amination, acetal hydrolysis, and, where required, removal of a nitrogen protective group, to the formation of a compound of formula I, or an acid addition salt thereof, a compound of formula II and the preparation thereof from mannitol.

  一种制备式为Ar-OCH2CH(OH)CH2NH-R I的芳氧基丙醇胺的方法，其中Ar是环烃或杂环芳香基团，R是具有1至6个碳原子的烷基或取代烷基团，其特征在于将式为##STR1##的化合物进行氧化裂解成式为##STR2##的二醛，然后进行还原、胺化、缩醛水解和必要时去除氮保护基，以形成式I的化合物或其酸加成盐，以及式II的化合物及其从甘露醇制备的方法。
• "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
• Method for the synthesis of pharmacologically active aryloxypropanol amine compounds
  申请人：Aktiebolaget Hässle

  公开号：EP0179031B1

  公开（公告）日：1989-01-18
• US4777293A
  申请人：——

  公开号：US4777293A

  公开（公告）日：1988-10-11
• 란디올롤의 거울상선택적 합성 방법
  申请人：PROCOS S.p.A. 뿌로꼬스 엣세.삐.아.(520100370869)

  公开号：KR101862824B1

  公开（公告）日：2018-05-30

  (S)-(2,2-디메틸-1,3-디옥솔란-4-일)메틸 3-(4-히드록시페닐)프로파노에이트, 에폭시드 구조를 가진 알킬화제로서, 특히 에피클로로히드린, 그리고 유리 염기 또는 그의 염의 형태로 된 2-(모르폴린-4-카르복사미도)에탄아민으로부터 출발하여, 란디올롤 1, 즉 ((S)-2,2-디메틸-1,3-디옥솔란-4-일)메틸 3-(4-((S)-2-히드록시-3-(2-(모르폴린-4-카르복사미도)에틸아미노)프로폭시)페닐)프로파노에이트)를 제조하는 방법. 상기 방법은 대부분의 중간체를 분리하지 않고 이루어지며, 크로마토그래피를 이용한 정제과정을 요하지 않고, 특히 수율과 생산성 측면에서 이점을 가지고 있다. 게다가, 결과로 얻어진 란디올롤은 특히 순수하고, 높은 거울상체 순도를 가진 란디올롤 히드로클로리드로 용이하게 전환될 수 있다.

  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.