(2R,3S)-2-Hydroxy-3-methoxycarbonyl-pentanedioic acid 1-methyl ester 5-(2,2,2-trichloro-ethyl) ester | 284668-09-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (2R,3S)-2-Hydroxy-3-methoxycarbonyl-pentanedioic acid 1-methyl ester 5-(2,2,2-trichloro-ethyl) ester
• CAS: 284668-09-3
• 化学式: C₁₀H₁₃Cl₃O₇
• 分子量: 351.568
• InChiKey: KRKPJQJCJNWPKF-CAHLUQPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.61
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  99.13
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-Hydroxy-3-methoxycarbonyl-pentanedioic acid 1-methyl ester 5-(2,2,2-trichloro-ethyl) ester 在 4-二甲氨基吡啶 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 锌 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (3S,4R)-5-methoxy-3-methoxycarbonyl-4-octadecanoyloxy-5-oxopentanoic acid
  参考文献：
  名称：

  Syntheses of isocitric acid derivatives and biological evaluation

  摘要：

  Isocitric acid methyl esters and their derivatives have been synthesized and their biological activities, superoxide release inhibition and tumor necrosis factor-alpha (TNF alpha)'s release inhibition, have been studied. Linoleic and linolenic acid derivatives showed strong activity against TNF alpha's release inhibition comparable to sarcophytol A and cryptoporic acid E. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00316-6
• 作为产物：
  描述：

  (2R,3S)-3-Methoxycarbonyl-2-methoxymethoxy-pentanedioic acid 1-methyl ester 5-(2,2,2-trichloro-ethyl) ester 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到(2R,3S)-2-Hydroxy-3-methoxycarbonyl-pentanedioic acid 1-methyl ester 5-(2,2,2-trichloro-ethyl) ester
  参考文献：
  名称：

  Syntheses of isocitric acid derivatives and biological evaluation

  摘要：

  Isocitric acid methyl esters and their derivatives have been synthesized and their biological activities, superoxide release inhibition and tumor necrosis factor-alpha (TNF alpha)'s release inhibition, have been studied. Linoleic and linolenic acid derivatives showed strong activity against TNF alpha's release inhibition comparable to sarcophytol A and cryptoporic acid E. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00316-6