N-((R)-1-Phenyl-ethyl)-malonamic acid ethyl ester | 668999-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-((R)-1-Phenyl-ethyl)-malonamic acid ethyl ester
• 英文别名: ethyl 3-oxo-3-[[(1R)-1-phenylethyl]amino]propanoate
• CAS: 668999-97-1
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: YTWHVUHQXBTELU-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((R)-1-Phenyl-ethyl)-malonamic acid ethyl ester 在 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 malonic acid [(R)-(+)-1-phenylethylamide]-3-methyl-2-buten-1-yl ester
  参考文献：
  名称：

  Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers

  摘要：

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00232-4
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 丙二酸二乙酯 反应 2.0h， 生成 N-((R)-1-Phenyl-ethyl)-malonamic acid ethyl ester
  参考文献：
  名称：

  Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers

  摘要：

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00232-4

文献信息

• Efficient Enzymatic Amine Resolution at High Substrate Input Using Diethyl Malonate as an Acyl Donor of Low Hazard Potential
  作者：Sabine Simon、Steffen Oßwald、Jürgen Roos、Harald Gröger

  DOI：10.5560/znb.2012-0127

  日期：2012.10.1

  be both a “green” and highly efficient acyl donor in the lipase-catalyzed resolution of amines, thus representing an attractive alternative to currently applied acyl donors. By means of this acyl donor a highly efficient enzymatic process for the resolution of amines, running at high substrate input of up to 200 g/L in an organic solvent classified as “usable” according to the Pfizer Solvent Selection

  丙二酸二乙酯在脂肪酶催化的胺类拆分中既是“绿色”又是高效的酰基供体，因此代表了目前应用的酰基供体的有吸引力的替代品。通过这种酰基供体，展示了一种用于拆分胺的高效酶促过程，该过程在根据辉瑞溶剂选择指南归类为“可用”的有机溶剂中以高达 200 g/L 的高底物输入运行。使用丙二酸二乙酯作为低危害潜力的酰基供体，在高底物输入下进行高效酶胺拆分的图形摘要
• Resolution of α-phenylethylamine by its acidic derivatives
  作者：József Bálint、Gabriella Egri、Mátyás Czugler、József Schindler、Violetta Kiss、Zoltán Juvancz、Elemér Fogassy

  DOI：10.1016/s0957-4166(01)00254-3

  日期：2001.6

  α-Phenylethylamine was resolved by its own derivatives formed with a homologous series of dicarboxylic acids. The structure of the oxalamic acid diastereoisomeric salts was investigated by the single-crystal X-ray diffraction method.

  α-苯乙胺通过其自身的衍生物形成，该衍生物与二羧酸的同源系列形成。通过单晶X射线衍射法研究了草酸非对映异构体盐的结构。
• [EN] DIHYDROPYRIDINONE DERIVATIVES AS HNE INHIBITORS<br/>[FR] DERIVES DE DIHYDROPYRIDINONE
  申请人：BAYER HEALTHCARE AG

  公开号：WO2004020410A3

  公开（公告）日：2004-04-22
• US7230017B2
  申请人：——

  公开号：US7230017B2

  公开（公告）日：2007-06-12
• Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers
  作者：Zoltán Finta、Zoltán Hell、József Bálint、Adrienn Takács、László Párkányi、László Tőke

  DOI：10.1016/s0957-4166(01)00232-4

  日期：2001.6

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.