4,5-二甲氧基咪唑烷-2-酮 | 3891-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 4,5-二甲氧基咪唑烷-2-酮
• 英文名称: (DL)-trans-4,5-dimethoxy-2-imidazolidinone
• 英文别名: 4,5-Dimethoxyimidazolidine-2-one；4,5-dimethoxyimidazolidin-2-one
• CAS: 3891-44-9
• 化学式: C₅H₁₀N₂O₃
• 分子量: 146.146
• InChiKey: OSABMSLCGCTLLC-UHFFFAOYSA-N

物化性质

• 熔点：
  118.5-119.5 °C
• 沸点：
  346.5±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  cis-1,2-cyclohexane 、 4,5-二甲氧基咪唑烷-2-酮 在 BF*OEt₂ 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到(1R,3S,7R,9S)-2,8-dioxa-4,6-diazatricyclo[7.4.0.03,7]tridecan-5-one
  参考文献：
  名称：

  Catalytic dissymmetrization of meso-2-imidazolidinones: alternative route to chiral synthons for 1,2-diamines

  摘要：

  The chiral functionalization of a simple heterocycle, 1,3-dihydro-2-imidazolone, was achieved by the highly enantioselective monodeacylation of meso-1,3-diacetyl-2-imidazolidinones via an oxazaborolidine-catalyzed borane reduction. This kinetically controlled dissymmetrization is sufficiently effective to provide a synthetic route to either enantiomer of (4S, 5s)- or (4R, 5R)-4,5-dimethoxy-2-imidazolidinone derivatives, which serve as chiral synthons for threo-1,2-diamines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.129
• 作为产物：
  描述：

  咪唑 以9%的产率得到
  参考文献：
  名称：

  WASSERMAN H. H.; WOLF M. S.; STILLER K.; ISAO SAITO; PICKETT J. E., TETRAHEDRON, 1981, 37, SUPPL. NO 9, 191-200

  摘要：

  DOI：

文献信息

• Syntheses and Antimicrobial Activities of Five-membered Ring Heterocycles Coupled to Indole Moieties.
  作者：ELISABETE RODRIGUES PEREIRA、MARTINE SANCELME、JEAN-JACQUES TOWA、MICHELLE PRUDHOMME、ANNE-MARIE MARTRE、GUY MOUSSET、MARYSE RAPP

  DOI：10.7164/antibiotics.49.380

  日期：——

  Indole-substituted oxazolidinones, oxazolones, pyrrolidinone, imidazolidinone and imidazolones were synthesized. Their inhibitory potencies towards protein kinase C and protein kinase A were determined and their in vitro activities against Streptomyces chartreusis, Streptomyces griseus, Bacillus cereus, Candida albicans and Escherichia coli were examined. The inhibition of Streptomyces sporulation

  合成了吲哚取代的恶唑烷酮，恶唑酮，吡咯烷酮，咪唑烷酮和咪唑啉酮。确定了它们对蛋白激酶C和蛋白激酶A的抑制能力，并检测了它们对黄绿色链霉菌，灰链霉菌，蜡状芽孢杆菌，白色念珠菌和大肠杆菌的体外活性。对于其中一些观察到的链霉菌孢子形成的抑制作用与体外蛋白激酶C的抑制作用没有联系。全部被证明对白色念珠菌无活性，但其中三个对大肠杆菌表现出明显的活性。这种作用扩展到其他革兰氏阴性细菌。
• Catalytic dissymmetrization of meso-2-imidazolidinones: alternative route to chiral synthons for 1,2-diamines
  作者：Tadao Ishizuka、Tomokazu Katahira、Ryushi Seo、Hirofumi Matsunaga、Takehisa Kunieda

  DOI：10.1016/j.tetlet.2004.10.129

  日期：2004.12

  The chiral functionalization of a simple heterocycle, 1,3-dihydro-2-imidazolone, was achieved by the highly enantioselective monodeacylation of meso-1,3-diacetyl-2-imidazolidinones via an oxazaborolidine-catalyzed borane reduction. This kinetically controlled dissymmetrization is sufficiently effective to provide a synthetic route to either enantiomer of (4S, 5s)- or (4R, 5R)-4,5-dimethoxy-2-imidazolidinone derivatives, which serve as chiral synthons for threo-1,2-diamines. (C) 2004 Elsevier Ltd. All rights reserved.
• WASSERMAN H. H.; WOLF M. S.; STILLER K.; ISAO SAITO; PICKETT J. E., TETRAHEDRON, 1981, 37, SUPPL. NO 9, 191-200
  作者：WASSERMAN H. H.、 WOLF M. S.、 STILLER K.、 ISAO SAITO、 PICKETT J. E.

  DOI：——

  日期：——