(2R,10R)-11-(tert-butyldimethylsilanyloxy)-2,6,10-trimethyl-6-trimethylsilanyloxyundeca-4,7-diynal | 959856-66-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2R,10R)-11-(tert-butyldimethylsilanyloxy)-2,6,10-trimethyl-6-trimethylsilanyloxyundeca-4,7-diynal
• CAS: 959856-66-7
• 化学式: C₂₃H₄₂O₃Si₂
• 分子量: 422.756
• InChiKey: KENACBSBYQQRPJ-OJOWTSHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-4-(tert-butyldimethylsilanyloxy)-3-methylpentan-2-one 、 (2R,10R)-11-(tert-butyldimethylsilanyloxy)-2,6,10-trimethyl-6-trimethylsilanyloxyundeca-4,7-diynal 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 Petroleum ether 为溶剂， 反应 4.0h， 以80%的产率得到(3S,7R,15R)-1,16-bis(tert-butyldimethylsilanyloxy)-6-hydroxy-3,7,11,15-tetramethyl-11-(trimethylsilyloxy)hexadeca-9,12-diyn-4-one
  参考文献：
  名称：

  On the structure of the Phytophthora α1 mating hormone: synthesis and comparison of four candidate stereoisomers

  摘要：

  Two two-compound mixtures of candidate structures for the Phytophthora alpha 1 mating hormone have been synthesized. The mixtures were designed to have differing configurations at C3, but proved to be identical. This suggests that epimerization occurred at C3, and comparison with the data for the natural samples suggest that this is also a mixture of isomers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.054
• 作为产物：
  描述：

  (2R,10R)-11-(tert-butyldimethylsilanyloxy)-6-hydroxy-2,6,10-trimethylundeca-4,7-diynal 、 三甲基氯硅烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以88%的产率得到(2R,10R)-11-(tert-butyldimethylsilanyloxy)-2,6,10-trimethyl-6-trimethylsilanyloxyundeca-4,7-diynal
  参考文献：
  名称：

  On the structure of the Phytophthora α1 mating hormone: synthesis and comparison of four candidate stereoisomers

  摘要：

  Two two-compound mixtures of candidate structures for the Phytophthora alpha 1 mating hormone have been synthesized. The mixtures were designed to have differing configurations at C3, but proved to be identical. This suggests that epimerization occurred at C3, and comparison with the data for the natural samples suggest that this is also a mixture of isomers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.054