(4S,6S)-2-hydroxymethyl-4,6-dimethylnonyl 2-bromopropanoate | 331960-57-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4S,6S)-2-hydroxymethyl-4,6-dimethylnonyl 2-bromopropanoate
• 英文别名: [(4S,6S)-2-(hydroxymethyl)-4,6-dimethylnonyl] 2-bromopropanoate
• CAS: 331960-57-7
• 化学式: C₁₅H₂₉BrO₃
• 分子量: 337.297
• InChiKey: UWDFLOPOFXKBEK-FEPKRQSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S,6S)-2-hydroxymethyl-4,6-dimethylnonyl 2-bromopropanoate 在 MS 4 Angstroem 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 [(4S,6S)-2-formyl-4,6-dimethylnonyl] 2-bromopropanoate
  参考文献：
  名称：

  Synthesis of (2R,4R)-Supellapyrone, the Sex Pheromone of the Brownbanded Cockroach,Supella longipalpa, and Its Three Stereoisomers

  摘要：

  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.

  DOI：

  10.1002/1099-0690(200102)2001:3<493::aid-ejoc493>3.0.co;2-b
• 作为产物：
  描述：

  顺式-3,5-二甲基二氢-2H-吡喃-2,6(3H)-二酮 在 咪唑 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 正丁基锂 、 dilithium tetrachlorocuprate 、 lipase AK 、 碘 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 吡啶 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 108.0h， 生成 (4S,6S)-2-hydroxymethyl-4,6-dimethylnonyl 2-bromopropanoate
  参考文献：
  名称：

  Synthesis of (2R,4R)-Supellapyrone, the Sex Pheromone of the Brownbanded Cockroach,Supella longipalpa, and Its Three Stereoisomers

  摘要：

  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.

  DOI：

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

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.