ethyl 3-methylnonacosanoate | 243853-87-4

• 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: ethyl 3-methylnonacosanoate
• CAS: 243853-87-4
• 化学式: C₃₂H₆₄O₂
• 分子量: 480.859
• InChiKey: SPQKLGBKGSCGKT-UHFFFAOYSA-N

物化性质

• 沸点：
  500.9±18.0 °C(Predicted)
• 密度：
  0.857±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.35
• 重原子数：
  34.0
• 可旋转键数：
  28.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-methylnonacosanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以83%的产率得到3-methylnonacosan-1-ol
  参考文献：
  名称：

  Synthesis of racemic and each enantiomer of 3-methylnonacosanol, a new plant growth regulator from Lowsonia inermis

  摘要：

  An efficient synthesis of the title compound I in racemic and enantiomeric forms has been developed starting from 10-undecenoic acid. For the enantiomeric synthesis, a lipase catalyzed acylation strategy was employed to prepare the required methyl branched chiron which was subsequently derivatized to give the enantiomers of I. The plant growth regulatory (PGR) assay of I, carried out with hypocotyl cuttings of French beans (Phaseolus vulgaris L.) in Steinberg's nutrient medium revealed appreciable activity at a concentration of 2.5 ppm. The PGR activities of the compound both in racemic and enantiomeric forms were better than 1-triacontanol, the enantiomer, (S)-I being the best test candidate. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00150-0
• 作为产物：
  描述：

  二十八碳-1-烯 在 palladium on activated charcoal 氢气 、 氧气 、 sodium hydride 、 copper dichloride 、 palladium dichloride 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 ethyl 3-methylnonacosanoate
  参考文献：
  名称：

  Synthesis of racemic and each enantiomer of 3-methylnonacosanol, a new plant growth regulator from Lowsonia inermis

  摘要：

  An efficient synthesis of the title compound I in racemic and enantiomeric forms has been developed starting from 10-undecenoic acid. For the enantiomeric synthesis, a lipase catalyzed acylation strategy was employed to prepare the required methyl branched chiron which was subsequently derivatized to give the enantiomers of I. The plant growth regulatory (PGR) assay of I, carried out with hypocotyl cuttings of French beans (Phaseolus vulgaris L.) in Steinberg's nutrient medium revealed appreciable activity at a concentration of 2.5 ppm. The PGR activities of the compound both in racemic and enantiomeric forms were better than 1-triacontanol, the enantiomer, (S)-I being the best test candidate. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00150-0