(2S)-hydroxy-2 oxo-4 nonene-8 | 102273-62-1

• 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: (2S)-hydroxy-2 oxo-4 nonene-8
• 英文别名: (+)-(2S)-2-hydroxy-8-nonen-4-one；(2S)-2-hydroxynon-8-en-4-one
• CAS: 102273-62-1
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: GVOHZIYLZKTBHQ-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-hydroxy-2 oxo-4 nonene-8 在 氢氧化钾 、 sodium tetrahydroborate 、 copper dichloride 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 10.5h， 生成 (1S,3S,5R)-endo-1,3-dimethyl-2,9-dioxabicyclo<3.3.1>nonane
  参考文献：
  名称：

  Use of biological systems for the preparation of chiral molecules. 6. Preparation of stereoisomeric 2,4-diols: synthesis and conformational study of bicyclo derivatives, isomeric components of a pheromone of Trypodendron lineatum

  摘要：

  DOI：

  10.1021/jo00270a040
• 作为产物：
  描述：

  壬-8-烯-2,4-二酮 反应 72.0h， 以70%的产率得到(2S)-hydroxy-2 oxo-4 nonene-8
  参考文献：
  名称：

  Use of biological systems for the preparation of chiral molecules. 6. Preparation of stereoisomeric 2,4-diols: synthesis and conformational study of bicyclo derivatives, isomeric components of a pheromone of Trypodendron lineatum

  摘要：

  DOI：

  10.1021/jo00270a040

文献信息

• Utilisation des methodes biologiques pour la preparation de synthons chiraux : I-reduction de β-dicetones acycliques par saccharomyces cerevisiae (levure de boulanger)
  作者：Jean Bolte、Jean-Gabriel Gourcy、Henri Veschambre

  DOI：10.1016/s0040-4039(00)84041-1

  日期：1986.1
• A Diastereoselective Intramolecular Hydroamination Approach to the Syntheses of (+)-, (±)-, and (−)-Pinidinol
  作者：Gary A. Molander、Eric D. Dowdy、Shawn K. Pack

  DOI：10.1021/jo015603n

  日期：2001.6.1

  A diastereoselective, lanthanocene-catalyzed, intramolecular hydroamination reaction was applied to the preparation of 2,6-disubstituted piperidines. Various metal/ligand arrays in the catalysts were examined using a model substrate to allow optimization of the diastereoselectivity. It was determined that the relationship between metal size and ligand bulk plays an integral role in the transformation. The complex Cp*2NdCH(TMS)(2) converted 2-substituted 8-nonen-4-amines to 2,6-disubsituted piperidines with greater than 100:1 selectivity for the formation of the cis isomer. A short synthesis of pinidinol, an alkaloid isolated from various pine and spruce species, was then carried out to exploit this stereoselective reaction.
• DAUPHIN, G.;FAUVE, A.;VESCHAMBRE, H., J. ORG. CHEM., 54,(1989) N, C. 2238-2242
  作者：DAUPHIN, G.、FAUVE, A.、VESCHAMBRE, H.

  DOI：——

  日期：——
• BOLTE, J.;GOURCY, J. -G.;VESCHAMBRE, H., TETRAHEDRON LETT., 1986, 27, N 5, 565-568
  作者：BOLTE, J.、GOURCY, J. -G.、VESCHAMBRE, H.

  DOI：——

  日期：——