malonic acid [(R)-(+)-1-(1-naphthyl)ethylamide]-3-methyl-2-buten-1-yl ester | 364633-83-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: malonic acid [(R)-(+)-1-(1-naphthyl)ethylamide]-3-methyl-2-buten-1-yl ester
• 英文别名: 3-methylbut-2-enyl 3-[[(1R)-1-naphthalen-1-ylethyl]amino]-3-oxopropanoate
• CAS: 364633-83-0
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: FMCJVXGMPJNOEG-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  malonic acid [(R)-(+)-1-(1-naphthyl)ethylamide]-3-methyl-2-buten-1-yl ester 在 碘 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以54%的产率得到6,6-Dimethyl-2-oxo-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ((R)-1-naphthalen-1-yl-ethyl)-amide
  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)-1-(1-萘基)乙胺 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 10.0h， 生成 malonic acid [(R)-(+)-1-(1-naphthyl)ethylamide]-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

文献信息

• 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.