グルタルイミド

グルタルイミド 価格

MSDS Information

• Glutarimide

グルタルイミド 化学特性,用途語,生産方法

• 外観

  白色～うすい黄色、結晶～結晶性粉末

• 溶解性

  水に可溶:エーテルに不溶。

• 解説

  グルタルイミド，2,6-piperidinedione．C5H7NO2(113.12)．グルタル酸イミドともいう．グルタル酸と尿素を反応させることによって得られる．"白色の結晶．融点152～154 ℃．密度1.393 g cm－3．一般に，グルタルイミド骨格を有する化合物は抗真菌，抗ウイルス活性などの薬理活性を示すので，誘導体が医薬品として用いられる．[CAS 1121-89-7]

  森北出版「化学辞典（第2版）
  

• 用途

  有機合成原料。

• 化学的特性

  white crystalline powder

• 使用

  Glutarimide acts as an inhibitor of protein synthesis. Further, it is used as a reactant for thionations and biocatalytic asymmetric synthesis of sitagliptin production. It is also employed in the generation of beta-adrenoceptor ligands, enantioselective synthesis of securinega alkaloids and alfa-fluoro-alfa amino amides. In addition to this, it is used in intramolecular amidocyclopropanation reactions.

• 製造方法

  To a flask containing 70 gm (0.53 mole) of glutaric acid is added 150 ml (2.2 mole) of 28% aqueous ammonia. The mixture is set for distillation and heated for 7 hr as the temperature of the mixture rises from 90° to 180°C. The temperature is held at 170-180°C for \\ hr or until the evolution of ammonia ceases. The reaction mixture solidifies on cooling and the pro­duct is recrystallized from acetone to afford 37.4 gm (63%), m.p. 145-146°C.
  t may be advantageous to preform the ammonium salt of dicarboxylic acids prior to the application of enough heat to form the imide. The preparation of succinimide is a case in point.
  

• 定義

  ChEBI: Glutarimide (Piperidine-2,6-dione) is a dicarboximide that is piperidine which is substituted by oxo groups at positions 2 and 6. It is a member of piperidones and a dicarboximide.

• 一般的な説明

  A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities.

• 純化方法

  Purify it by dissolving 75g in 200mL of H2O, boil for 30minutes with 2g of charcoal, filter, evaporate to dryness and recystallise the residue from 125mL of 95% EtOH to give 70g of white crystals, m 152-154o. It also crystallises from Me2CO (m 163-165o) or EtOH (m 153-154o). The N-bromo derivative (a brominating agent) crystallises from H2O with m 180-185o. [Paris et al. Org Synth Coll Vol IV 496 1963, Beilstein 21 H 382, 21 I 331, 21 II 307, 21 III/IV 4582.]

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グルタルイミド スペクトルデータ(¹HNMR、FT-IR、IR、Raman)

1121-89-7, グルタルイミド キーワード