1-(苯氧羰基)吡咯烷-2-甲酸 | 1161602-22-7

• 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
• 中文名称: 1-(苯氧羰基)吡咯烷-2-甲酸
• 英文名称: Pyrrolidine-1,2-dicarboxylic acid 1-phenyl ester
• 英文别名: 1-(Phenoxycarbonyl)pyrrolidine-2-carboxylic acid；1-phenoxycarbonylpyrrolidine-2-carboxylic acid
• CAS: 1161602-22-7
• 化学式: C₁₂H₁₃NO₄
• mdl: MFCD01045469
• 分子量: 235.24
• InChiKey: OUPMLYISWFZSNV-UHFFFAOYSA-N

物化性质

• 沸点：
  413.9±45.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  三氟乙酸酐 、 1-(苯氧羰基)吡咯烷-2-甲酸 以 乙腈 为溶剂， 反应 5.0h， 以32%的产率得到4-(2,2,2-Trifluoro-acetyl)-2,3-dihydro-pyrrole-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  An anomalous Dakin–West reaction of N-carbamate substituted prolines and trifluoroacetic anhydride

  摘要：

  一种新颖的N-烷氧基羧基脯氨酸1转化为4-三氟乙酰基-2,3-二氢吡咯2的反应有效地通过利用三氟乙酸酐实现，其中可能的中间体为梅索离子1,3-噁唑鎓-5-醇酸盐B。

  DOI：

  10.1039/a708294k

文献信息

• METHOD OF RESOLVING OPTICAL ISOMERS OF AMINO ACID DERIVATIVE
  申请人：TOKUYAMA CORPORATION

  公开号：EP1338588A1

  公开（公告）日：2003-08-27

  Provided is a separating method for an optical isomer mixture comprising the steps of mixing an amino acid derivative such as N-(tert-butoxycarbonyl)-DL-alanine in which optical isomers of a D type and an L type are present in a mixture with a hydrophilic compound such as β-cyclodextrin having a different affinity to two kinds of the optical isomers described above and then bringing the resulting aqueous solution or aqueous suspension into contact with a hydrophobic substance such as a solid matter subjected on a surface thereof to hydrophobic treatment on the condition that the pH is 3.5 or lower or under the coexistence of ions including an atomic group having hydrophobicity which can be a counter ion for the amino acid derivative described above such as a triethylammonium ion to thereby separate the D type amino acid derivative from the L type amino acid derivative present in the above aqueous solution or aqueous suspension.

  本发明提供了一种光学异构体混合物的分离方法，该方法包括以下步骤：将氨基酸衍生物（如 N-(叔丁氧羰基)-DL-丙氨酸）与亲水性化合物（如对上述两种光学异构体具有不同亲和力的 β-环糊精）混合，在混合物中存在 D 型和 L 型光学异构体。对上述两种光学异构体具有不同亲和力的环糊精的混合物，然后将所得水溶液或水悬浮液与疏水性物质接触，如在其表面进行疏水处理的固体物质，条件是 pH 值为 3.5或更低的pH值，或在包括具有疏水性的原子团的离子共存的条件下，该原子团可以是上述氨基酸衍生物的反离子，例如三乙基铵离子，从而将上述水溶液或水悬浮液中的D型氨基酸衍生物与L型氨基酸衍生物分离。
• Method of resolving optical isomers of amino acid derivative
  申请人：——

  公开号：US20040102646A1

  公开（公告）日：2004-05-27

  Provided is a separating method for an optical isomer mixture comprising the steps of mixing an amino acid derivative such as N-(tert-butoxycarbonyl)-DL-alanine in which optical isomers of a D type and an L type are present in a mixture with a hydrophilic compound such as &bgr;-cyclodextrin having a different affinity to two kinds of the optical isomers described above and then bringing the resulting aqueous solution or aqueous suspension into contact with a hydrophobic substance such as a solid matter subjected on a surface thereof to hydrophobic treatment on the condition that the pH is 3.5 or lower or under the coexistence of ions including an atomic group having hydrophobicity which can be a counter ion for the amino acid derivative described above such as a triethylammonium ion to thereby separate the D type amino acid derivative from the L type amino acid derivative present in the above aqueous solution or aqueous suspension.
• US7199264B2
  申请人：——

  公开号：US7199264B2

  公开（公告）日：2007-04-03
• An anomalous Dakin–West reaction of N-carbamate substituted prolines and trifluoroacetic anhydride
  作者：Masami Kawase、Michitaka Hirabayashi、Hiromi Koiwai、Katsumi Yamamoto、Hiroshi Miyamae

  DOI：10.1039/a708294k

  日期：——

  A novel transformation of N-alkoxycarbonylprolines 1 to 4-trifluoroacetyl-2,3-dihydropyrroles 2 was efficiently realized by utilizing trifluoroacetic anhydride, in which probable intermediates were mesoionic 1,3-oxazolium-5-olates B.

  一种新颖的N-烷氧基羧基脯氨酸1转化为4-三氟乙酰基-2,3-二氢吡咯2的反应有效地通过利用三氟乙酸酐实现，其中可能的中间体为梅索离子1,3-噁唑鎓-5-醇酸盐B。