(S)-methyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate | 727357-11-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-methyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate
• 英文别名: (2S)-1-[(1S)-1-phenylethyl]aziridine-2-carboxylic acid
• CAS: 727357-11-1
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: OHSRCQBLKHOMCC-KWHPKRGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二溴丙酸甲酯 、 (S)-(-)- α-甲基苄胺 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.08h， 以43%的产率得到(S)-methyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate
  参考文献：
  名称：

  WO2008/109286

  摘要：

  公开号：

文献信息

• Optically active aziridine-2-carboxylate derivatives and a process for preparing them
  申请人：——

  公开号：US20040030133A1

  公开（公告）日：2004-02-12

  This invention relates to compounds of Formula I having an aziridine-2-carboxylic group and a menthol group, a process for preparing such compounds, a method for obtaining optically active aziridine-2-carboxylate derivatives by optical resolution of such compounds, and optically active aziridine-2-carboxylate derivatives obtained by the same method: 1 wherein R 1 is hydrogen; alkyl; cycloalkyl; phenyl; 4-chlorophenyl; 4-methoxyphenyl; s-triazinyl or pyridinyl acyl; benzyl; hydrocarbon residue which may be substituted with a substituent selected from the group consisting of hydroxy, alkoxy, dialkylamino, phenyl, 4-chlorophenyl and 4-methoxyphenyl; 2,4-dimethoxyphenyl; substituted phenyl including (1R)-phenylethyl or (1S)-phenylethyl. Preferences are given to (1R)-phenylethyl and (1S)-phenylethyl. Menthol is selected from the group consisting of (+)-menthol and (−)-menthol.

  本发明涉及具有氮杂环-2-羧基和薄荷基的I式化合物，制备这种化合物的方法，通过这种化合物的光学分辨法获得光学活性的氮杂环-2-羧酸酯衍生物的方法，以及通过相同方法获得的光学活性的氮杂环-2-羧酸酯衍生物：其中R1为氢；烷基；环烷基；苯基；4-氯苯基；4-甲氧基苯基；s-三嗪基或吡啶基酰基；苄基；烃基残基，其可能被选自羟基、烷氧基、二烷基氨基、苯基、4-氯苯基和4-甲氧基苯基的取代基取代；2,4-二甲氧基苯基；包括(1R)-苯乙基或(1S)-苯乙基的取代苯基。首选(1R)-苯乙基和(1S)-苯乙基。薄荷醇选自(+)-薄荷醇和(−)-薄荷醇。
• EP1309550A4
  申请人：——

  公开号：EP1309550A4

  公开（公告）日：2004-07-07
• OPTICALLY ACTIVE AZIRIDINE-2-CARBOXYLATE DERIVATIVES AND A PROCESS FOR PREPARING THEM
  申请人：Chembionex Co., Ltd

  公开号：EP1309550A1

  公开（公告）日：2003-05-14
• US7268228B2
  申请人：——

  公开号：US7268228B2

  公开（公告）日：2007-09-11
• [EN] OPTICALLY ACTIVE AZIRIDINE-2-CARBOXYLATE DERIVATIVES AND A PROCESS FOR PREPARING THEM<br/>[FR] DÉRIVÉS D'AZIRIDINE-2-CARBOXYLATE OPTIQUEMENT ACTIFS ET PROCÉDÉ D'ÉLABORATION
  申请人：CHEMBIONEX CO LTD

  公开号：WO2002012186A1

  公开（公告）日：2002-02-14

  This invention relates to compounds of formula (I) having an aziridine-2-carboxylic group and a menthol group, a process for preparing such compounds, a method for obtaining optically active aziridine-2-carboxylate derivatives by optical resolution of such compounds, and optically active aziridine-2-carboxylate derivatives obtained by the same method: wherein R1 is hydrogen; alkyl; cycloalkyl; phenyl; 4-chlorophenyl; 4-methoxyphenyl; s-triazinyl or pyridinyl acyl; benzyl; hydrocarbon residue which may be substituted with a substituent selected from the group consisting of hydroxy, alkoxy, dialkylamino, phenyl, 4-chlorophenyl and 4-methoxyphenyl; 2, 4-dimethoxyphenyl; substituted phenyl including (1R)-phenylethyl or (1S)-phenylethyl. Preferences are given to (1R)-phenylethyl and (1S)-phenylethyl. Menthol is selected from the group consisting of (+)-menthol and (-)-menthol.