dimethyl 2-bromo-3-oxoglutarate | 6620-29-7

• 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: dimethyl 2-bromo-3-oxoglutarate
• 英文别名: Methyl-2-bromo-3-oxoglutarate；Methyl-2-brom-3-oxoglutarat；Dimethyl 2-bromo-3-oxopentanedioate
• CAS: 6620-29-7
• 化学式: C₇H₉BrO₅
• 分子量: 253.049
• InChiKey: ZUOOFFXDDJMNNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-bromo-3-oxoglutarate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 2-amino-4-(carboxymethyl)-1,3-oxazole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of sulfonamidooxazoles and β-keto sulfones: selective inhibitors of 11β-hydroxysteroid dehydrogenase type I

  摘要：

  The design, synthesis, and biological evaluation of arylsulfonamidooxazoles as 11 beta-HSD1 inhibitors and the serendipitous discovery of beta-keto sulfones as potent 11 beta-HSD1 inhibitors are described here. These two classes of compounds are not active against 11 beta-HSD2 and therefore may have significant therapeutic potential for metabolic syndrome, type 2 diabetes and related metabolic dysfunctions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.093
• 作为产物：
  描述：

  1,3-丙酮二羧酸二甲酯 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.25h， 生成 dimethyl 2-bromo-3-oxoglutarate
  参考文献：
  名称：

  Kutznerides 1−4, Depsipeptides from the Actinomycete Kutzneria sp. 744 Inhabiting Mycorrhizal Roots of Picea abies Seedlings

  摘要：

  Bioassay-guided fractionation of culture supernatants of the actinomycete Kutzneria sp. 744 resulted in the isolation of four new depsipeptides (1-4). Structure analysis revealed the general structure: cyclo[2-(I-methylcyclopropyl)-D-glycine-(2S,3aR,8aS)-6,7-dichloro-3a-hydroxy-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylic acid-3-hydroxy-D-glutamic acid-o-methyl-L-serine-L-piperazie acid-(S)-2-hydroxy-3,3-dimethylbutanoic acid]. The 3-hydroxy-D-glutamic acid was present as its threo-isomer in 1 and 2 and as its erythro-isomer in 3 and 4. The piperazic acid was modified to its (R)-4-chloro analogue in 2 and to its C-5/N unsaturated analogue in 4. Compounds 1-4 displayed moderate spore germination inhibiting activity against several common root-rotting fungi.

  DOI：

  10.1021/np050378g

文献信息

• Highly mild approach towards synthesis of tetrasubstituted thiophenes by an organic salt afforded by cyclic thioureas and ketene dithioacetals
  作者：Abdolali Alizadeh、Amir Hossein Vahabi、Ayoob Bazgir、Hamid Reza Khavasi、Zhe Zhu、Seik Weng Ng

  DOI：10.1039/c5ra15544d

  日期：——

  An organic salt generated by cyclic thioureas and 2-di(methylsulfanyl)methylenemalononitrile in reaction with primary and secondary α-haloketones leads to tetrasubstituted thiophenes without using additional base or catalyst at room temperature.

  由环状硫脲和2-二(甲基硫基)亚甲基马来酰亚氰与一次和二次α-卤代酮反应生成的有机盐，在室温下不使用额外的碱或催化剂就能得到四取代噻吩。