(2RS,3RS)-2-ethyl-2,3-dihydroxy-butyric acid | 89677-10-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2RS,3RS)-2-ethyl-2,3-dihydroxy-butyric acid
• 英文别名: (+/-)-2-Aethyl-2r_F,3c_F-dihydroxy-buttersaeure；hoeherschmelzende 3-Methyl-2-aethyl-glycerinsaeure (H 402; E III 866)；(2RS,3RS)-2-Aethyl-2,3-dihydroxy-buttersaeure；2.3-Dihydroxy-pentan-carbonsaeure-(3)；2-Aethyl-4-desoxy-erythronsaeure；3-Methyl-2-aethyl-glycerinsaeure；(2R,3R)-2-ethyl-2,3-dihydroxybutanoic acid
• CAS: 89677-10-1
• 化学式: C₆H₁₂O₄
• 分子量: 148.159
• InChiKey: RTRONJMFRBAZRR-INEUFUBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,6-diethyl-oct-4-yne-3,6-diol 在 potassium permanganate 、 硫酸 作用下， 生成 (2RS,3RS)-2-ethyl-2,3-dihydroxy-butyric acid
  参考文献：
  名称：

  Arterial Disease Causing Refusal to Walk in a Toddler

  摘要：

  DOI：

  10.1177/000992280104000607

文献信息

• Hydroxylated Ethacrylic and Tiglic Acid Derivatives from the Stems and Branches of <i>Enkianthus chinensis</i> and Their Potential Anti-inflammatory Activities
  作者：Hai-Qiang Wang、Shuang-Gang Ma、Ming-Bao Lin、Qi Hou、Min Ma、Shi-Shan Yu

  DOI：10.1021/acs.jnatprod.0c00286

  日期：2020.10.23

  Two new hydroxylated ethacrylic acid derivatives (compounds 1 and 2) and 11 new hydroxylated tiglic acid derivatives (compounds 3–13), together with one known compound (compound 14), were isolated from the stems and branches of Enkianthus chinensis. Their structures were established by extensive spectroscopic analyses, while their absolute configurations were determined by X-ray crystallographic methods

  两个新的羟基化的乙基丙烯酸衍生物（化合物1和2）和11个新的羟基化的惕各酸衍生物（化合物3 - 13），与一种已知化合物（化合物一起14），分离从茎和树枝吊钟红豆杉。它们的结构是通过广泛的光谱分析确定的，而它们的绝对构型是通过 X 射线晶体学方法（化合物1和2）、Mo 2 (OAc) 4诱导的电子圆二色性实验（化合物3和4) 和化学方法（化合物5 – 11）。本研究是对该物种次生代谢物的首次调查。在 LPS 诱导的小鼠腹腔巨噬细胞模型中评估了所有分离化合物的抗炎活性。值得注意的是，化合物3和12都对 NO 产生发挥了有效的抑制作用，IC 50值分别为 2.9 和 1.2 μM。
• Fittig; Borstelmann; Lurie, Justus Liebigs Annalen der Chemie, 1904, vol. 334, p. 112
  作者：Fittig、Borstelmann、Lurie

  DOI：——

  日期：——
• Absolute Configuration and Synthesis of β- and δ-Lactones Present in the Pheromone System of the Giant White Butterfly Idea leuconoe
  作者：Katja Stritzke、Stefan Schulz、Ritsuo Nishida

  DOI：10.1002/1099-0690(200211)2002:22<3884::aid-ejoc3884>3.0.co;2-4

  日期：2002.11

  Males of the giant white butterfly Idea leuconoe release a complex mixture of compounds during courtship. Besides alkaloids, aromatics, terpenoids and hydrocarbons, several lactones have been identified in the pheromone bouquet. Two simple stereoselective methods to create the lactones in good enantiomeric excesses have been developed. The generation of the stereocenters of the beta-lactones 1a and 1b is based on a controlled C-C coupling by a Horner-Wadsworth-Emmons approach, followed by asymmetric dihydroxylation, whereas the synthesis of the delta-lactone 3b uses an enantioselective hydrogenation of a dioxoalkanoate precursor. The absolute configurations of the natural lactones 1a, 1b and 3b were determined by gas chromatography on a chiral stationary phase. Both 1a and 1b are of (S,S) configuration, suggesting their biosynthetic origin from (-)-viridifloric acid (7a) or (-)norviridifloric acid (7b), respectively. In contrast, natural 3b is a mixture of all enantiomers, in which the (5S,7S) enantiomer dominates.
• Trachelanthic and Viridifloric Acids
  作者：Roger Adams、B. L. VanDuuren

  DOI：10.1021/ja01141a039

  日期：1952.11
• Synthesis of Viridifloric Acid
  作者：Roger Adams、Werner Herz

  DOI：10.1021/ja01157a044

  日期：1950.1