(S)-phenylamino-butyric acid methyl ester | 142826-92-4

• 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)-phenylamino-butyric acid methyl ester
• 英文别名: methyl (S)-3-(phenylamino)butanoate；methyl (S)-3-(phenylamino)butyrate；methyl(S)-3-(phenylamino)butanoate；Methyl (3S)-3-(phenylamino)butanoate；methyl (3S)-3-anilinobutanoate
• CAS: 142826-92-4
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: IEYGIYJFTCKIOC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-phenylamino-butyric acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Pd/Cu-catalyzed couplings of β-amino esters with aryl bromides. Synthesis of chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines

  摘要：

  A new protocol to prepare chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines has been developed. The key steps are Pd/Cu-catalyzed couplings of chiral beta-amino esters and aryl bromides, and intramolecular acylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00078-0
• 作为产物：
  描述：

  甲醇 、 S-3-苯氨基丁酸 在 氯化亚砜 作用下， 生成 (S)-phenylamino-butyric acid methyl ester
  参考文献：
  名称：

  Pd/Cu-catalyzed couplings of β-amino esters with aryl bromides. Synthesis of chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines

  摘要：

  A new protocol to prepare chiral 1,2,3,4-tetrahydro-4-oxo-2-alkyl-1-quinolines has been developed. The key steps are Pd/Cu-catalyzed couplings of chiral beta-amino esters and aryl bromides, and intramolecular acylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00078-0

文献信息

• NOVEL RUTHENIUM CARBONYL COMPLEX HAVING TRIDENTATE LIGAND, ITS PRODUCTION METHOD AND USE
  申请人：Kuriyama Wataru

  公开号：US20110237814A1

  公开（公告）日：2011-09-29

  The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): RuXY(CO)(L)  (1) (in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.

  本发明涉及一种由以下化学式（1）表示的钌羰基配合物： RuXY(CO)(L)  (1) （在化学式（1）中，X和Y可以相同也可以不同，代表一个阴离子配体，L代表一个三牙螯合胺二膦配体，具有两个膦基团和一个—NH—基团），以及其制备方法，以及利用该配合物作为催化剂通过酮、酯和内酯的加氢还原生产醇的方法。 本发明的钌羰基配合物具有高催化活性，且易于制备和处理。
• Production method for optically active N-aryl-beta-amino acid compounds
  申请人：Ajinomoto Co., Inc.

  公开号：EP1471050A1

  公开（公告）日：2004-10-27

  In a method suitable for industrial application, an optically active N-aryl-β-amino acid compound is produced by the reaction of an aromatic amine and an optically active sulfonylated β-hydroxycarboxylic acid compound. The latter can be easily derived from a β-keto carboxylic acid compound.

  在适用于工业应用的方法中，通过芳香胺和光学活性磺酰化的β-羟基羧酸化合物的反应，可以生产出光学活性的N-芳基-β-氨基酸化合物。后者可以很容易地从β-酮羧酸化合物中衍生出来。
• Method for producing alcohols
  申请人：Takasago International Corporation

  公开号：EP1970360B1

  公开（公告）日：2016-08-31
• Tetrahydroquinoline derivatives as CRTH2 antagonists
  作者：Jiwen Liu、Yingcai Wang、Ying Sun、Derek Marshall、Shichang Miao、George Tonn、Penny Anders、Joel Tocker、H. Lucy Tang、Julio Medina

  DOI：10.1016/j.bmcl.2009.10.094

  日期：2009.12

  A series of tetrahydroquinoline-derived inhibitors of the CRTH2 receptor was discovered by a high throughput screen. Optimization of these compounds for potency and pharmacokinetic properties led to the discovery of potent and orally bioavailable CRTH2 antagonists. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of N-phenyl β-amino acids via iridium-catalyzed asymmetric hydrogenation using mixed monodentate ligands
  作者：Nataša Mršić、Lavinia Panella、Adriaan J. Minnaard、Ben L. Feringa、Johannes G. de Vries

  DOI：10.1016/j.tetasy.2010.11.026

  日期：2011.1

  The iridium-catalyzed asymmetric hydrogenation of N-phenyl-beta-dehydroamino acid derivatives was examined using monodentate phosphoramidite ligands. The highest yields and enantioselectivities were obtained using a mixed ligand approach with PipPhos L1 and achiral triphenylphosphine (full conversion, 70% ee). (C) 2010 Elsevier Ltd. All rights reserved.