Diethyl <(isobutyryl)amino>malonate | 153180-28-0

• 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: Diethyl <(isobutyryl)amino>malonate
• 英文别名: diethyl 2-isobutyramidomalonate；isobutyrylamino-malonic acid diethyl ester；Isobutyrylamino-malonsaeure-diaethylester；1,3-Diethyl 2-(2-methylpropanamido)propanedioate；diethyl 2-(2-methylpropanoylamino)propanedioate
• CAS: 153180-28-0
• 化学式: C₁₁H₁₉NO₅
• mdl: MFCD12644195
• 分子量: 245.276
• InChiKey: WWYZLQQYWMHZBS-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C
• 沸点：
  340.4±22.0 °C(Predicted)
• 密度：
  1.096±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：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.727
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Diethyl <(isobutyryl)amino>malonate 在 四丁基溴化铵 4-二甲氨基吡啶 、 sodium hydroxide 、 N-氯代丁二酰亚胺 、 sodium methylate 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.33h， 生成 Methyl 2''-isopropyl-<2,4:2,4''-teroxazole>-4-carboxylate
  参考文献：
  名称：

  Dimethyl amino[(phenylthio)methyl]malonate: a useful C-3 unit in a mild, direct synthesis of oxazole-4-carboxylates

  摘要：

  N-Acyl derivatives of the title compound undergo oxidative cyclization upon treatment with N-chlorosuccinimide in DMF to form dimethyl 4,5-dihydro(phenylthio)oxazole-4,4-dicarboxylates 4 which then are decarbomethoxylated with concomitant loss of thiophenoxide to form 2-substituted-4-carbomethoxy-5-unsubstituted oxazoles 1. The mildness and generality of this method has been demonstrated by the synthesis of a variety of examples, including a fragment used for a synthesis of calyculin A.

  DOI：

  10.1021/jo00073a040
• 作为产物：
  描述：

  氨基丙二酸二乙酯盐酸盐 、 异丁酸酐 以94%的产率得到Diethyl <(isobutyryl)amino>malonate
  参考文献：
  名称：

  Dimethyl amino[(phenylthio)methyl]malonate: a useful C-3 unit in a mild, direct synthesis of oxazole-4-carboxylates

  摘要：

  N-Acyl derivatives of the title compound undergo oxidative cyclization upon treatment with N-chlorosuccinimide in DMF to form dimethyl 4,5-dihydro(phenylthio)oxazole-4,4-dicarboxylates 4 which then are decarbomethoxylated with concomitant loss of thiophenoxide to form 2-substituted-4-carbomethoxy-5-unsubstituted oxazoles 1. The mildness and generality of this method has been demonstrated by the synthesis of a variety of examples, including a fragment used for a synthesis of calyculin A.

  DOI：

  10.1021/jo00073a040

文献信息

• Sulfonylierte Carbonsäureamide Herbizide
  申请人：BAYER AG

  公开号：EP0569810A1

  公开（公告）日：1993-11-18

  Die Erfindung betrifft neue sulfonylierte Carbonsäureamide der allgemeinen Formel (I) in welcher n, A, R¹, R² und R³ die in der Beschreibung angegebenen Definitionen haben sowie deren Salze, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide.

  本发明涉及通式 (I) 的新型磺化羧酸酰胺 其中 n、A、R¹、R² 和 R³ 的定义，以及它们的盐类、制备工艺和除草剂用途。
• Synthesis of new ligands for targeting the S1P1 receptor
  作者：Stefanie S. Schilson、Petra Keul、Rizwan S. Shaikh、Michael Schäfers、Bodo Levkau、Günter Haufe

  DOI：10.1016/j.bmc.2015.01.014

  日期：2015.3

  Sphingosine-1-phosphate (S1P) influences various fundamental biological processes by interacting with a family of five G protein-coupled receptors (S1P(1-5)). FTY720, a sphingosine analogue, which was approved for treatment of relapsing forms of multiple sclerosis, is phosphorylated in vivo and acts as an agonist of four of the five S1P receptor subtypes. Starting from these lead structures we developed new agonists for the S1P(1) receptor. The biological activity was tested in vivo and promising ligands were fluorinated at different positions to identify candidates for positron emission tomography (PET) imaging after [F-18]-labelling. The radioligands shall enable the imaging of S1P(1) receptor expression in vivo and thus may serve as novel imaging markers of S1P-related diseases. (C) 2015 Elsevier Ltd. All rights reserved.