(2R/S,6S)-(+)-2,6-dimethyl-1-octanol | 245118-38-1

• 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: (2R/S,6S)-(+)-2,6-dimethyl-1-octanol
• 英文别名: (2RS,6S)-(+)-2,6-dimethyloctan-1-ol；2,6-dimethyloctan-1-ol；(6S)-2,6-dimethyloctan-1-ol
• CAS: 245118-38-1
• 化学式: C₁₀H₂₂O
• 分子量: 158.284
• InChiKey: ZKWASVBZSAGDBI-RGURZIINSA-N

物化性质

• 沸点：
  206.4±8.0 °C(predicted)
• 密度：
  0.824±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 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：

  (2R/S,6S)-(+)-2,6-dimethyl-1-octanol 在 Amano PS 氢氧化钾 、 4 A molecular sieve 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 (2S,6S)-(-)-2,6-dimethyl-1-octanol
  参考文献：
  名称：

  3,7,11-Trimethyl-2-tridecanol 的 16 种立体异构体的合成，包括 (2S,3S,7S,11R) 和 (2S,3S,7S,11S) 立体异构体被鉴定为松叶蝇雌性信息素前体pallipes（膜翅目：Diprionidae）

  摘要：

  3,7,11-trimethyl-2-tridecanol 的所有 16 种立体异构体均以高立体异构纯度 (> 95%) 合成，用于鉴定女性中存在的立体异构体。

  DOI：

  10.1002/1099-0690(200101)2001:2<353::aid-ejoc353>3.0.co;2-z
• 作为产物：
  描述：

  rhodinal 在 氢氧化钾 、 sodium hydroxide 、 sodium tetrahydroborate 、 三氟化硼乙醚 、 双氧水 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 反应 22.0h， 生成 (2R/S,6S)-(+)-2,6-dimethyl-1-octanol
  参考文献：
  名称：

  Randad, R. S.; Kulkarni, G. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 296 - 298

  摘要：

  DOI：

文献信息

• Terpenes in organic synthesis
  作者：G. D. Gamalevich、B. N. Morozov、E. P. Serebryakov

  DOI：10.1007/bf01433762

  日期：1996.1

  All four stereoisomers of 2,6-dimethyloctan-1-ol, the nearest precursors of the title formates, were synthesized in five to eight stages, with configurational purity ranging from 41 to 96 %, employing a stereodivergent scheme based on the partial hydrolysis of two pseudoracemic substrates, (2RS,6R)-2,6-dimethyloct-1-yl formate and (2RS,6S)-2,6-dimethyloct-1-yl acetate, in the presence of porcine pancreatic lipase (PPL). Configurations and diastereomeric compositions of the alcohols thus obtained were determined by correlating the latter with (S,S)-4,8-dimethyldecanal, prepared on the basis of enantioselective biohydrogenation of (R)-2,6-dimethylocta-2,7-dienal with bakers' yeast, and by comparing the [alpha](D) values of the alcohols with their NMR data and/or with those of their (S)-MTPA derivatives. The attractant potency of stereoisomeric 2,6-dimethyloct-1-yl formates towards Tribolium confusum was found to vary depending on their diastereomeric composition. The configuration at C(6) exerts some influence on the stereoselectivity of the PPL-catalyzed hydrolysis of pseudoracemic 2,6-dimethyloct-1-yl formates.
• [EN] CYCLOSPORINE ANALOGUE MOLECULES MODIFIED AT AMINO ACID 1 AND 3<br/>[FR] MOLÉCULES ANALOGUES DE CYCLOSPORINE MODIFIÉES AU NIVEAU DES ACIDES AMINÉS 1 ET 3
  申请人：ISOTECHNIKA PHARMA INC

  公开号：WO2012079172A1

  公开（公告）日：2012-06-21

  Analogues of cyclosporin-A are disclosed comprising modifications of the substituents as the positions of amino acids 1 and 3, according to the following Formula (I). The disclosed compounds include compounds having affinity for cyclophilin, including cyclophilin-A, and reduced immunosuppressivity in comparison with cyclosporin-A and analogs thereof modified solely at position 1.
• Syntheses of the Sixteen Stereoisomers of 3,7,11-Trimethyl-2-tridecanol, Including the (2S,3S,7S,11R) and (2S,3S,7S,11S) Stereoisomers Identified as Pheromone Precursors in Females of the Pine SawflyMicrodiprion pallipes(Hymenoptera: Diprionidae)
  作者：Michael Larsson、Ba-Vu Nguyen、Hans-Erik Högberg、Erik Hedenström

  DOI：10.1002/1099-0690(200101)2001:2<353::aid-ejoc353>3.0.co;2-z

  日期：2001.1

  All sixteen stereoisomers of 3,7,11-trimethyl-2-tridecanol were synthesised in high stereoisomerical purities (> 95%), for use in the identification of the stereoisomers present in females of th ...

  3,7,11-trimethyl-2-tridecanol 的所有 16 种立体异构体均以高立体异构纯度 (> 95%) 合成，用于鉴定女性中存在的立体异构体。
• Randad, R. S.; Kulkarni, G. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 296 - 298
  作者：Randad, R. S.、Kulkarni, G. H.

  DOI：——

  日期：——