3-methylnonacosan-1-ol | 144751-00-8

• 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: 3-methylnonacosan-1-ol
• 英文别名: (+/-)-3-methylnonacosanol；1-Nonacosanol, 3-methyl-
• CAS: 144751-00-8
• 化学式: C₃₀H₆₂O
• 分子量: 438.822
• InChiKey: KRYFHCLJLPIRLE-UHFFFAOYSA-N

物化性质

• 沸点：
  473.8±13.0 °C(Predicted)
• 密度：
  0.841±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  31
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3-methylnonacosan-1-ol 在 吡啶 作用下， 反应 24.0h， 以8 mg的产率得到3-Methylnonacosyl acetate
  参考文献：
  名称：

  Gupta, Sarita; Ali, Mohammad; Alam, M Sarwar, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 10, p. 705 - 707

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴十七烷 在 palladium on activated charcoal lithium aluminium tetrahydride 、 dilithium tetrachlorocuprate 、 氢气 、 氧气 、 sodium hydride 、 magnesium 、 copper dichloride 、 palladium dichloride 作用下， 以 乙醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 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

文献信息

• Synthesis of racemic and each enantiomer of 3-methylnonacosanol, a new plant growth regulator from Lowsonia inermis
  作者：Bheemashankar A Kulkarni、Sivaraman Sankaranarayanan、Ayalur S Subbaraman、Subrata Chattopadhyay

  DOI：10.1016/s0957-4166(99)00150-0

  日期：1999.4

  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.
• Gupta, Sarita; Ali, Mohammad; Alam, M Sarwar, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 10, p. 705 - 707
  作者：Gupta, Sarita、Ali, Mohammad、Alam, M Sarwar、Sakae, Tatsuko、Niwa, Masatake

  DOI：——

  日期：——