(2R,4S,6S)-(-)-6-hydroxy-2,4-dimethylheptanoic acid | 110397-95-0

• 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,4S,6S)-(-)-6-hydroxy-2,4-dimethylheptanoic acid
• 英文别名: (2R,4S,6S)-6-hydroxy-2,4-dimethylheptanoic acid
• CAS: 110397-95-0
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: GJAVMFXRARAKEA-RNJXMRFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  (2R,4S,6S)-(-)-6-hydroxy-2,4-dimethylheptanoic acid 在 盐酸 、 lithium aluminium tetrahydride 、 正丁基锂 、 碳酸氢钠 、 三乙胺 、 二异丙胺 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 9.83h， 生成 (2S,4S,6S,8S)-4,6,8-trimethyl-2-undecanol
  参考文献：
  名称：

  Synthesis of both the enantiomers of lardolure, the aggregation pheromone of the acarid mite,

  摘要：

  DOI：

  10.1016/s0040-4020(01)88157-6
• 作为产物：
  描述：

  N-<(2R,4S,6S)-2,4-dimethyl-6-(3,5-dinitrobenzoyloxy)heptanoyl>-O-(3,5-dinitrobenzoyl)-(S)-prolinol 在 potassium carbonate 作用下， 生成 (2R,4S,6S)-(-)-6-hydroxy-2,4-dimethylheptanoic acid
  参考文献：
  名称：

  Synthesis of both the enantiomers of lardolure, the aggregation pheromone of the acarid mite,

  摘要：

  DOI：

  10.1016/s0040-4020(01)88157-6

文献信息

• Synthesis of (2R,4R)-Supellapyrone, the Sex Pheromone of the Brownbanded Cockroach,Supella longipalpa, and Its Three Stereoisomers
  作者：Ken Fujita、Kenji Mori

  DOI：10.1002/1099-0690(200102)2001:3<493::aid-ejoc493>3.0.co;2-b

  日期：2001.2

  Supellapyrone [(2R,4R)-5-(2,4-dimethyl)-3-methyl-2H-pyran-2-one (1)], the female sex pheromone of the brownbanded cockroach (Supella longipalpa), and its three stereoisomers were synthesized by employing Iipase-catalyzed desymmetrization or enantiomer separation of syn- or anti-2,4-dimethylpentane- 1,5-diol (9) as the key step.
• Absolute Configuration of Scyphostatin
  作者：Shoichi Saito、Natsuki Tanaka、Katsumi Fujimoto、Hiroshi Kogen

  DOI：10.1021/ol991351p

  日期：2000.2.1

  [GRAPHICS]The absolute configuration of the side chain of scyphostatin (1) has been established. The chemical degradation of 1 gave 4 and 9, which correspond to the C7'-C12' and C13'-C16' fragments of the natural products, respectively. The spectroscopic data and [alpha](D) values of both compounds were compared to those of authentic samples. The results show that the absolute configuration of 1 is 8'R,10'S,14'R.
• Synthesis of both the enantiomers of lardolure, the aggregation pheromone of the acarid mite,
  作者：Kenji Mori、Shigefumi Kuwahara

  DOI：10.1016/s0040-4020(01)88157-6

  日期：1986.1