3-羟基-3-甲基-戊二酸二乙酯 | 73489-84-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-羟基-3-甲基-戊二酸二乙酯
• 中文别名: 3-羟基-3-甲基戊二酸二乙酯
• 英文名称: 3-hydroxy-3-methyl-glutaric acid diethyl ester
• 英文别名: 3-Hydroxy-3-methyl-glutarsaeure-diaethylester；diethyl 3-hydroxy-3-methylglutarate；diethyl 3-hydroxy-3-methylpentanedioate
• CAS: 73489-84-6
• 化学式: C₁₀H₁₈O₅
• 分子量: 218.25
• InChiKey: RFTWLMJKXJXJSI-UHFFFAOYSA-N

物化性质

• 沸点：
  143.5 °C(Press: 16 Torr)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  29171900

反应信息

• 作为反应物：
  描述：

  3-羟基-3-甲基-戊二酸二乙酯 在 aqueous alkali 作用下， 生成 3-羟基-3-甲基谷氨酸
  参考文献：
  名称：

  Dicrotaline. The Structure and Synthesis of Dicrotalic Acid

  摘要：

  DOI：

  10.1021/ja01106a028
• 作为产物：
  描述：

  1,1-二烯丙基乙醇 在 硫酸 、 双氧水 、 potassium carbonate 、 臭氧 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 3-羟基-3-甲基-戊二酸二乙酯
  参考文献：
  名称：

  3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1

  摘要：

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.

  DOI：

  10.1021/jm50001a011

文献信息

• A biomimetic synthesis of polycyclic polyoxygenated aromatic compounds via polyketides
  作者：Masahiko Yamaguchi、Koichi Hasebe、Toru Minami

  DOI：10.1016/s0040-4039(00)84540-2

  日期：——

  Polyoxygenated naphthalenes, anthracenes and a naphthacene are synthesized from glutarates and acetoacetate dianion via polyketides.

  由戊二酸酯和乙酰乙酸二酯经聚酮化合物合成多氧化萘，蒽和并四苯。
• Diagnostics of phonological lexical processing: Pseudohomophone naming advantages, disadvantages, and base-word frequency effects
  作者：Ron Borowsky、William J. Owen、Michael E. J. Masson

  DOI：10.3758/bf03195781

  日期：2002.9

  Phonological lexical access has been investigated by examining,both a pseudohomophone (e.g., brane) base-word frequency effect and a pseudohomophone advantage over pronounceable nonwords (e.g., frane) in a single mixed block of naming trials. With a new set of pseudohomophones and nonwords presented in a mixed block, we replicated the standard finding in the naming literature: no reliable base-word frequency effect, and a pseudohomophone advantage. However, for this and two of three other sets of stimuli-those of McCann and Besner (1987), Seidenberg, Petersen, MacDonald, and Plaut (1996), and Herdman, LeFevre, and Greenham (1996), respectively-reliable effects of base-word frequency on pseudohomophone naming latency were found when pseudohomophones were presented in pure blocks prior to nonwords. Three of the four stimulus sets tested produced a pseudohomophone naming disadvantage when pseudohomophones were presented prior to nonwords. When nonwords were presented first, these effects were diminished. A strategy-based scaling account of the data is argued to provide a better explanation of the data than is the criterion-homogenization theory (Lupker, Brown, & Colombo, 1997).
• YAMAGUCHI MASAHIKO; HASEBE KOICHI; MINAMI TORU, TETRAHEDRON LETT., 27,(1986) N 21, 2401-2404
  作者：YAMAGUCHI MASAHIKO、 HASEBE KOICHI、 MINAMI TORU

  DOI：——

  日期：——
• 3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1
  作者：John S. Baran、Ivar Laos、Donna D. Langford、James E. Miller、Charlene Jett、Beatrice Taite、Elaine Rohrbacher

  DOI：10.1021/jm50001a011

  日期：1985.5

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.
• Dicrotaline. The Structure and Synthesis of Dicrotalic Acid
  作者：Roger Adams、Benjamin L. Van Duuren

  DOI：10.1021/ja01106a028

  日期：1953.5