2-(2-Oxo-pyrrolidin-1-yl)-butyraldehyde | 37142-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(2-Oxo-pyrrolidin-1-yl)-butyraldehyde
• 英文别名: 2-(2-Oxopyrrolidin-1-yl)butanal
• CAS: 37142-08-8
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: MNARHJOHVHLTPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

文献信息

• [EN] ENANTIOSELECTIVE SYNTHESIS OF BRIVARACETAM AND INTERMEDIATES THEREOF<br/>[FR] SYNTHÈSE ÉNANTIOSÉLECTIVE DE BRIVARACÉTAM ET DE SES INTERMÉDIAIRES
  申请人：CLININVENT RES PVT LTD

  公开号：WO2020148787A1

  公开（公告）日：2020-07-23

  The present invention relates to an improved and economical process for enantioselective synthesis and purification of a novel key intermediate of Brivaracetam. Further, the present invention also relates to a process for the preparation of a chirally pure Brivaracetam of formula I utilizing the said intermediate.

  本发明涉及一种改进的经济型手性选择性合成和纯化Brivaracetam新型关键中间体的方法。此外，本发明还涉及一种利用该中间体制备手性纯净的化学式I的Brivaracetam的方法。
• Process For The Preparation Of (S)-Alpha-Ethyl-2-Oxo-1-Pyrrolidineacetamide And (R)- Alpha-Ethyl-2-Oxo-Pyrrolidineacetamide
  申请人：Li Yuan Qiang

  公开号：US20090069575A1

  公开（公告）日：2009-03-12

  A process provided for the preparation of the (S)— and (R)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide of formula:(1) from (RS)-alpha-ethyl-2-oxo-1-pyrrolidineacetic acid of formula:(2) comprising: i) combining the (RS)-2 with a chiral base (resolving agent) in a resolution solvent and crystallizing from the said mixture the diastereomeric salt of (S)— or (R)-2 and chiral base; ii) regenerating (S)— or (R)-2 from the crystallized diastereomeric salt by treating with a suitable acid or acidic ion-exchange resin; iii) optionally regenerating (R)— or (S)-2 or their mixture (predominantly one enantiomer) from the crystallization mother liquor by treating with a suitable acid or acidic ion-exchange resin; iv) optionally epimerizing (RS)-2 by treating (R)— or (S)-2 or their mixture (predominantly one enantiomer) of step iii with an acid anhydride; V) optionally converting (RS)-2 of step iv into enantiomerically enriched (S)— or (R)-2 through steps i and ii; vi) formation of the mixed anhydride by reacting (R)— or (S)-2 with an alkyl or aryl sulfonyl halogen compound RSO2X in the presence of a suitable base; and vii) reacting the mixed anhydride with ammonia; wherein R represents C 1 to C 15 alkyl or aryl groups such as methyl, ethyl, p-toluenyl, 2,4,6-trimethylbenzyl, 2,4,6-trichloribenzyl, and X represents a halogen atom such as F, Cl and Br atoms.

  提供了一种从式（2）的(RS)-α-乙基-2-氧代-1-吡咯烷乙酸制备式（1）的(S)-和(R)-α-乙基-2-氧代-1-吡咯烷乙酰胺的方法，包括：i）将(RS)-2与手性碱（分离剂）在分离溶剂中混合，并从所述混合物中结晶出(S)-或(R)-2和手性碱的非对映异构盐；ii）通过用适当的酸或酸性离子交换树脂处理结晶得到的非对映异构盐来再生(S)-或(R)-2；iii）通过用适当的酸或酸性离子交换树脂处理结晶母液中的(R)-或(S)-2或它们的混合物（主要是一种对映体）来可选地再生(R)-或(S)-2或它们的混合物（主要是一种对映体）；iv）通过用酸酐处理步骤iii中的(R)-或(S)-2或它们的混合物（主要是一种对映体）可选地使(RS)-2外消旋化；v）通过步骤i和ii将步骤iv中的(RS)-2转化为对映富集的(S)-或(R)-2；vi）通过在适当的碱存在下，将(R)-或(S)-2与烷基或芳基磺酰卤化物RSO2X反应形成混合酸酐；vii）将混合酸酐与氨反应；其中R代表C1到C15的烷基或芳基基团，例如甲基、乙基、对甲苯基、2,4,6-三甲基苯基、2,4,6-三氯苯基，X代表卤素原子，例如F、Cl和Br原子。
• US7902380B2
  申请人：——

  公开号：US7902380B2

  公开（公告）日：2011-03-08