(3R)-3-methyloctan-1-ol | 124842-69-9

• 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: (3R)-3-methyloctan-1-ol
• CAS: 124842-69-9
• 化学式: C₉H₂₀O
• 分子量: 144.257
• InChiKey: CLFSZAMBOZSCOS-SECBINFHSA-N

物化性质

• 沸点：
  196.6±8.0 °C(Predicted)
• 密度：
  0.824±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  10
• 可旋转键数：
  6
• 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：

  (3R)-3-methyloctan-1-ol 在 三乙胺 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 7.0h， 生成 (4R)-4-methylnonanenitrile
  参考文献：
  名称：

  Synthesis of the Mealworm Tenebrio molitor L. Pheromone

  摘要：

  Diastereoselective allylation of (R)-2,3-O-cyclohexylideneglyceraldehyde with 3-(bromomethyl)but-3-enoate, followed by reduction with zinc, gave homoallylic alcohol which was subjected to lactonization. Opening of the lactone ring in the latter afforded methyl (3S)-5,5-dimethoxy-3-methylpentanoate with a high yield and enantioselectivity. This compound is a valuable intermediate product in the synthesis of pheromone of the mealworm beetleTenebrio molitorL., a pest of stored cereals.

  DOI：

  10.1134/s1070428020060056
• 作为产物：
  描述：

  methyl 3-(R)-methyl-5-hydroxypentanoate 在 lithium aluminium tetrahydride 作用下， 以 吡啶 、 乙醚 为溶剂， 反应 10.5h， 生成 (3R)-3-methyloctan-1-ol
  参考文献：
  名称：

  Carpita, Adriano; Magistris, Elisabetta De; Rossi, Renzo, Gazzetta Chimica Italiana, 1989, vol. 119, # 2, p. 99 - 106

  摘要：

  DOI：

文献信息

• INHIBITORS OF INFLUENZA VIRUSES REPLICATION
  申请人：Charifson Paul S.

  公开号：US20120171245A1

  公开（公告）日：2012-07-05

  Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient, comprises administering to said biological sample or patient an effective amount of a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A compound is represented by Structural Formula (IA) or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (IA) are as described herein. A pharmaceutical composition comprises an effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle.

  抑制生物样本或患者中流感病毒的复制、减少生物样本或患者中流感病毒量以及治疗患者流感的方法，包括向所述生物样本或患者施用有效量的由结构公式（I）表示的化合物： 或其药用可接受盐，其中结构公式（IA）的值如本文所述。由结构公式（IA）或其药用可接受盐表示的化合物，其中结构公式（IA）的值如本文所述。药物组合物包括有效量的上述化合物或其药用可接受盐，以及药用可接受载体、佐剂或车辆。
• The organocatalytic addition of bis(arylsulfonyl)methane to α,β-unsaturated aldehydes and the synthesis of optically-enriched 3-methyl-alkanols
  作者：José Luis García Ruano、Vanesa Marcos、José Alemán

  DOI：10.1039/b908963b

  日期：——

  An indirect organocatalytic method for the beta-methylation of alpha,beta-unsaturated aldehydes that involves the addition of bis(arylsulfonyl)methane catalyzed by prolinol derivatives and further elimination of the chameleonic sulfonyl groups is presented.

  提出了一种用于α，β-不饱和醛的β-甲基化的间接有机催化方法，该方法包括添加由脯氨醇衍生物催化的双（芳基磺酰基）甲烷，并进一步消除巯基磺酰基基团。
• Stereoselective Synthesis of Sex Pheromone (R)-4-Methyl-1-Nonanol: Non-Cross-Linked Polystyrene Supported Oxazolidinone as a Chiral Auxiliary
  作者：Cuifen Lu、Donglai Li、Qiuyan Wang、Guichun Yang、Zuxing Chen

  DOI：10.1002/ejoc.200800758

  日期：2009.3

  (R)-4-Methyl-1-nonanol, the sex pheromone of the yellow mealworm (Tenebrio Molitor L.), was synthesized by using non-cross-linked polystyrene supported oxazolidinone as a chiral auxiliary. The stereoselective synthesis was achieved by asymmetric Michael addition of an organocopper reagent to non-cross-linked polystyrene supported N-crotonoyoxazolidinone, and the target product was obtained in an overall

  (R)-4-Methyl-1-nonanol 是黄粉虫 (Tenebrio Molitor L.) 的性信息素，是通过使用非交联聚苯乙烯负载的恶唑烷酮作为手性助剂合成的。立体选择性合成是通过将有机铜试剂不对称迈克尔加成到非交联聚苯乙烯负载的 N-巴豆酰恶唑烷酮中来实现的，并且在七个步骤中以 41.8% 的总收率获得了目标产物，对映体过量为 98%。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Stereoselective synthesis of the sex pheromone of the yellow mealworm using (S)-4-benzyloxazolidinone as chiral auxiliary
  作者：D. L. Li、C. F. Lu、G. C. Yang、Z. X. Chen

  DOI：10.1007/s10600-010-9636-z

  日期：2010.7

  (R)-4-Methyl-1-nonanol, the sex pheromone of the yellow mealworn (Tenebrio molitor L.), was synthesized with high stereoselectivity using (S)-4-benzyloxazolidinone as chiral auxiliary. The stereoselective synthesis was achieved by asymmetric Michael addition of organocopper reagent to N-crotoyloxazolidinone, and the target product was obtained in an overall yield of 41.8% over 7 steps.

  (R)-4-Methyl-1-nonanol 是黄粉蚧 (Tenebrio molitor L.) 的性信息素，使用 (S)-4-benzyloxazolidinone 作为手性助剂以高立体选择性合成。通过有机铜试剂与N-巴豆酰恶唑烷酮的不对称迈克尔加成实现立体选择性合成，7步得到目标产物，总收率为41.8%。
• Optically pure acyclic bifunctional compounds from (?)-menthone. Synthesis ofR-4-methyl-1-nonanol, the sex pheromone of the larger flour beetle (Tenebrio molitor L.)
  作者：V. N. Odinokov、G. Yu. Ishmuratov、M. P. Yakovleva、R. L. Safiullin、V. D. Komissarov、G. A. Tolstikov

  DOI：10.1007/bf00702016

  日期：1993.7

  novel methyl-branched chirones were prepared starting from (−)-menthone and making use of a novel, efficient, and selective oxidant, decanepersulfonic acid (DPSA). Optically pure (4R)-methyl-1-nonanol, the sex pheromone of the larger flour beetle (Tenebrio molitor L.), was synthesized.

  以 (-)-薄荷酮为原料，利用新型、高效和选择性的氧化剂癸烷过磺酸 (DPSA)，制备了许多新型甲基支化手性酮。合成了光学纯 (4R)-甲基-1-壬醇，即较大的面粉甲虫 (Tenebrio molitor L.) 的性信息素。