(3S)-1-benzyloxy-3-methyldodecan-12-ol | 243853-89-6

• 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: (3S)-1-benzyloxy-3-methyldodecan-12-ol
• CAS: 243853-89-6
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: XIYCRXCLWSOZHO-IBGZPJMESA-N

反应信息

• 作为反应物：
  描述：

  (3S)-1-benzyloxy-3-methyldodecan-12-ol 在 palladium on activated charcoal dimsylsodium 、 氢气 、 pyridinium chlorochromate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 52.0h， 生成 (3S)-3-methylnonacosanol
  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：

  (3S)-12-tetrahydropyranyloxy-1-benzyloxy-3-methyldodecanol 在 甲醇 、 4-甲基苯磺酸吡啶 作用下， 反应 6.0h， 以90%的产率得到(3S)-1-benzyloxy-3-methyldodecan-12-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