(S)-2-methylheptane-2,3-diol | 140923-54-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-methylheptane-2,3-diol
• 英文别名: (3S)-2-methyl-heptane-2,3-diol；2-methylheptane-2,3-diol；(3S)-2-methylheptane-2,3-diol
• CAS: 140923-54-2
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: GPAKPLDUZKETOZ-ZETCQYMHSA-N

物化性质

• 沸点：
  217.0±8.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-硝基苯基咪唑并[1,2-A]吡啶盐酸盐 、 (S)-2-methylheptane-2,3-diol 在 MoO₂Cl₂(DMF)₂ 、 对甲苯磺酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以66 %的产率得到6-butylpyrido[2',1':2,3]imidazo[4,5-c]quinoline
  参考文献：
  名称：

  钼催化硝基芳烃和乙二醇一锅多步合成 N-多杂环

  摘要：

  描述了一种在二氧钼(VI)络合物催化下从容易获得的硝基芳烃合成N-多杂环的串联方法，其中第一步产生的副产物被纳入最终结构中。以一锅法合成了多种含氮化合物，总体收率良好。

  DOI：

  10.1002/ejoc.202400145
• 作为产物：
  描述：

  (R)-2-methylheptane-2,3-diol 生成 (S)-2-methylheptane-2,3-diol
  参考文献：
  名称：

  Biocatalytic asymmetric and enantioconvergent hydrolysis of trisubstituted oxiranes

  摘要：

  Asymmetric biohydrolysis of trialkyl oxiranes (+/-)-1a-3a using the epoxide hydrolase activity of whole bacterial cells proceeded in an enantioconvergent fashion and thus led to the corresponding (R)-configurated vicinal diols Ib 3b in Lip to 97% enantiomeric excess (e.e.) as the sole product. The mechanism of this enantioconvergence vas investigated by O-18-labelling experiments and it was found that both enantiomers were hydrolysed with opposite regioselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00256-7

文献信息

• Rh-Catalyzed Enantioselective Diboration of Simple Alkenes:  Reaction Development and Substrate Scope
  作者：Stéphane Trudeau、Jeremy B. Morgan、Mohanish Shrestha、James P. Morken

  DOI：10.1021/jo051651m

  日期：2005.11.1

  The rhodium-catalyzed reaction between bis(catecholato)diboron and simple alkenes results in the syn addition of the diboron across the alkene. The resulting 1,2-bis(boronate) is subsequently oxidized to provide the 1,2-diol. In the presence of enantiomerically enriched Quinap ligand, high enantioselection in the diboration can be achieved. The reaction is highly selective for trans- and trisubstituted alkenes and can be selective for some monosubstituted alkenes as well. The development of this reaction is described as is the substrate scope and experiments that are informative about the reaction mechanism and competing pathways.
• The osmium-catalyzed asymmetric dihydroxylation: a new ligand class and a process improvement
  作者：K. Barry Sharpless、Willi Amberg、Youssef L. Bennani、Gerard A. Crispino、Jens Hartung、Kyu Sung Jeong、Hoi Lun Kwong、Kouhei Morikawa、Zhi Min Wang

  DOI：10.1021/jo00036a003

  日期：1992.5

  Two key improvements in the osmium-catalyzed asymmetric dihydroxylation have l