ethyl 3-amino-2-hydroxy-propanoate | 93715-84-5

• 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: ethyl 3-amino-2-hydroxy-propanoate
• 英文别名: Ethyl 3-amino-2-hydroxypropanoate
• CAS: 93715-84-5
• 化学式: C₅H₁₁NO₃
• 分子量: 133.147
• InChiKey: REWLOACFBCGTBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  244.8±25.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-amino-2-hydroxy-propanoate 在 盐酸 作用下， 生成 DL-异丝氨酸
  参考文献：
  名称：

  A simple total synthesis of naturally occurring hydroxy-amino acids by enzymatic kinetic resolution

  摘要：

  Both optically pure enantiomers of GABOB and isoserine were obtained by enzymatic kinetic resolution of acetylated precursors in three or four steps. The key intermediates were cyanohydrins available from simple aldehydes. This procedure can be applied to other unusual hydroxy amino acids widely distributed in biologically important peptides.

  DOI：

  10.1016/s0957-4166(00)80128-7
• 作为产物：
  描述：

  3-氯-2-羟基丙酸乙酯 在 palladium on activated charcoal sodium azide 、 氢气 、 sodium iodide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 54.0h， 生成 ethyl 3-amino-2-hydroxy-propanoate
  参考文献：
  名称：

  dl-Isoserine and related compounds

  摘要：

  DOI：

  10.1021/jo00201a018

文献信息

• [EN] GLUCAGON RECEPTOR ANTAGONISTS, PREPARATION AND THERAPEUTIC USES<br/>[FR] ANTAGONISTES VIS-A-VIS DES RECEPTEURS DU GLUCAGON, ELABORATION ET UTILISATIONS THERAPEUTIQUES
  申请人：LILLY CO ELI

  公开号：WO2005118542A1

  公开（公告）日：2005-12-15

  The present invention discloses novel compounds of Formula (I), or pharmaceutically acceptable salts thereof, which have glucagon receptor antagonist or inverse agonist activity, as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising compounds of Formula (I) as well as methods of using them to treat diabetic and other glucagon related metabolic disorders, and the like.

  本发明揭示了式(I)的新化合物，或其药用可接受的盐，具有胰高血糖素受体拮抗剂或逆拮抗剂活性，以及制备这类化合物的方法。在另一实施方式中，本发明揭示了包括式(I)化合物的药物组合物，以及使用它们治疗糖尿病和其他胰高血糖素相关代谢紊乱等方法。
• Glucagon Receptor Antagonists, Preparation and Therapeutic Uses
  申请人：Chappell Mark Donald

  公开号：US20080125468A1

  公开（公告）日：2008-05-29

  The present invention discloses novel compounds of Formula (I), or pharmaceutically acceptable salts thereof, which have glucagon receptor antagonist or inverse agonist activity, as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising compounds of Formula (I) as well as methods of using them to treat diabetic and other glucagon related metabolic disorders, and the like.

  本发明揭示了式（I）的新化合物或其药学上可接受的盐，其具有胰高血糖素受体拮抗剂或反向激动剂活性，以及制备这种化合物的方法。在另一种实施方式中，本发明揭示了包含式（I）化合物的药物组合物，以及使用它们治疗糖尿病和其他与胰高血糖素相关的代谢性疾病的方法。
• Glucagon receptor antagonists, preparation and therapeutic uses
  申请人：Eli Lilly and Company

  公开号：US07989457B2

  公开（公告）日：2011-08-02

  The present invention discloses novel compounds of Formula (I), or pharmaceutically acceptable salts thereof, which have glucagon receptor antagonist or inverse agonist activity, as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising compounds of Formula (I) as well as methods of using them to treat diabetic and other glucagon related metabolic disorders, and the like.

  本发明披露了一种新的化合物I式，或其药学上可接受的盐，具有胰高血糖素受体拮抗剂或反向激动剂活性，以及制备这种化合物的方法。在另一种实施方式中，本发明披露了包含I式化合物的药物组合物，以及使用它们治疗糖尿病和其他胰高血糖素相关代谢紊乱等疾病的方法。
• Fischer,E.; Leuchs, Chemische Berichte, 1902, vol. 35, p. 3797
  作者：Fischer,E.、Leuchs

  DOI：——

  日期：——
• A simple total synthesis of (S)-isoserine
  作者：Yang Lu、Christine Miet、Nicole Kunesch、Jacques E. Poisson

  DOI：10.1016/s0957-4166(00)82197-7

  日期：1991.1

  Kinetic enzymatic resolution by Candida cylindracea lipase of racemic isoserine diacetate prepared from the cyanohydrin of glyoxylate provided (S)-isoserine in good yeild and high optical purity.