3-羟基-2-甲基-己-4-烯酸 | 100806-42-6

• 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
• 中文名称: 3-羟基-2-甲基-己-4-烯酸
• 英文名称: 3-hydroxy-2-methyl-hex-4-enoic acid
• 英文别名: γ-Oxy-δ-hexylen-β-carbonsaeure；β-Oxy-α-methyl-γ-aethyliden-buttersaeure；2-Methyl-hexen-(4)-ol-(3)-saeure-(1)；3-Hydroxy-2-methyl-hex-4-ensaeure；(E)-3-hydroxy-2-methylhex-4-enoic acid
• CAS: 100806-42-6；110717-05-0；110717-07-2；113564-09-3；131725-10-5；131897-92-2；131897-93-3
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: MOILFTNPYDAQJN-ONEGZZNKSA-N

物化性质

• 沸点：
  277.5±28.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-2-甲基-己-4-烯酸 在 硫酸 作用下， 生成 (2E,4E)-2-methyl-hexa-2,4-dienoic acid
  参考文献：
  名称：

  Jaworski; Reformatski, Chemische Berichte, 1902, vol. 35, p. 3639

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3-Hydroxy-2-methyl-hex-4-enoic acid (1R,2S)-2-dimethylamino-1,2-diphenyl-ethyl ester 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 3-羟基-2-甲基-己-4-烯酸
  参考文献：
  名称：

  Enantioselective synthesis of anti-.alpha.-methyl-.beta.-hydroxy esters through titanium tetrachloride-mediated aldol condensation

  摘要：

  DOI：

  10.1021/ja00306a045

文献信息

• Bio-intermediates for use in the chemical synthesis of polyketides
  申请人：——

  公开号：US20040018598A1

  公开（公告）日：2004-01-29

  The present invention relates to compounds made by a subset of modules from one or more polyketide synthase (“PKS”) genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or derivatives thereof. The biologically derived intermediates (“bio-intermediates”) generally represent particularly difficult compounds to synthesize using traditional chemical approaches due to one or more stereocenters. In one aspect of the invention, an intermediate in the synthesis of epothilone is provided that feeds into the synthetic protocol of Danishefsky and co-workers. In another aspect of the invention, intermediates in the synthesis of discodermolide are provided that feed into the synthetic protocol of Smith and co-workers. By taking advantage of the inherent stereochemical specificity of biological processes, the syntheses of key intermediates and thus the overall syntheses of compounds like epothilone and discodermolide are greatly simplified.

  本发明涉及由一个或多个聚酮合酶合成酶（“PKS”）基因的子模块制备的化合物，这些化合物作为起始物质用于化学合成新颖分子，特别是天然存在的聚酮类化合物或其衍生物。生物衍生的中间体（“生物中间体”）通常代表着尤其难以使用传统化学方法合成的化合物，因为其中一个或多个立体中心。在本发明的一个方面，提供了用于累积素合成的中间体，该中间体进入Danishefsky及其同事的合成方案。在本发明的另一个方面，提供了用于二十碳二烯酮合成的中间体，这些中间体进入Smith及其同事的合成方案。通过利用生物过程固有的立体化学特异性，关键中间体的合成以及诸如累积素和二十碳二烯酮等化合物的整体合成大大简化了。
• Jaworski; Reformatski, Chemische Berichte, 1902, vol. 35, p. 3639
  作者：Jaworski、Reformatski

  DOI：——

  日期：——
• BIO-INTERMEDIATES FOR USE IN THE CHEMICAL SYNTHESIS OF POLYKETIDES
  申请人：Kosan Biosciences, Inc.

  公开号：EP1307579A2

  公开（公告）日：2003-05-07
• [EN] BIO-INTERMEDIATES FOR USE IN THE CHEMICAL SYNTHESIS OF POLYKETIDES<br/>[FR] BIO-INTERMEDIAIRES DESTINES A ETRE UTILISES DANS LA SYNTHESE CHIMIQUE DE POLYKETIDES
  申请人：KOSAN BIOSCIENCES INC

  公开号：WO2002012534A2

  公开（公告）日：2002-02-14

  The present invention relates to compounds made by a subset of modules from one or more polyketide synthase ('PKS') genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or derivatives thereof. The biologically derived intermediates ('bio-intermediates') generally represent particularly difficult compounds to synthesize using traditional chemical approaches due to one or more stereocenters. In one aspect of the invention, an intermediate in the synthesis of epothilone is provided that feeds into the synthetic protocol of Danishefsky and co-workers. In another aspect of the invention, intermediates in the synthesis of discodermolide are provided that feed into the synthetic protocol of Smith and co-workers. By taking advantage of the inherent stereochemical specifity of biological processes, the syntheses of key intermediates and thus the overall syntheses of compounds like epothilone and discodermolide are greatly simplified.
• Jaworski, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1903, vol. 35, p. 283
  作者：Jaworski

  DOI：——

  日期：——