(2R,3S)-cis-6-chloro-3-dimethyl(1,1,2-trimethylpropyl)siloxy-1-vinylcyclohexa-4,6-diene-2-ol | 142742-42-5

• 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,3S)-cis-6-chloro-3-dimethyl(1,1,2-trimethylpropyl)siloxy-1-vinylcyclohexa-4,6-diene-2-ol
• CAS: 142742-42-5
• 化学式: C₁₆H₂₇ClO₂Si
• 分子量: 314.928
• InChiKey: KUASGNTWWGARHN-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2R,3S)-cis-6-chloro-3-dimethyl(1,1,2-trimethylpropyl)siloxy-1-vinylcyclohexa-4,6-diene-2-ol 在 Pd/C 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醇 为溶剂， -20.0 ℃ 、310.27 kPa 条件下， 反应 75.0h， 生成 (1S,2S,3R,6R,7S)-2-dimethyl(1,1,2-trimethylpropyl)siloxy-7-ethyl-4-oxatricyclo<4.3.1.0^3,7>decane
  参考文献：
  名称：

  New diol metabolites derived by biooxidation of chlorostyrenes with Pseudomonas putida: Determination of absolute stereochemistry and enantiomeric excess by convergent syntheses

  摘要：

  The three isomers of Chlorostyrenes were subjected to whole cell biooxidation by means of a mutant strain of Pseudomonas putida 39D. The metabolites were isolated and their absolute stereochemistry determined by conversion to known standards derived from 1-ethenyl-2,3-dihydroxycyclohexa-4,6-diene whose absolute configuration has been previously established. The extent of ring vs side chain oxidation of the chlorostyrene isomers was evaluated and the enantiomeric excess determined for all compounds.

  DOI：

  10.1016/s0957-4166(00)80247-5
• 作为产物：
  描述：

  2-氯苯乙烯 、 二甲基叔己基氯化硅 在 咪唑 、 氧气 作用下， 生成 (2R,3S)-cis-6-chloro-3-dimethyl(1,1,2-trimethylpropyl)siloxy-1-vinylcyclohexa-4,6-diene-2-ol 、 1-{1,2-Bis-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-ethyl}-2-chloro-benzene
  参考文献：
  名称：

  New diol metabolites derived by biooxidation of chlorostyrenes with Pseudomonas putida: Determination of absolute stereochemistry and enantiomeric excess by convergent syntheses

  摘要：

  The three isomers of Chlorostyrenes were subjected to whole cell biooxidation by means of a mutant strain of Pseudomonas putida 39D. The metabolites were isolated and their absolute stereochemistry determined by conversion to known standards derived from 1-ethenyl-2,3-dihydroxycyclohexa-4,6-diene whose absolute configuration has been previously established. The extent of ring vs side chain oxidation of the chlorostyrene isomers was evaluated and the enantiomeric excess determined for all compounds.

  DOI：

  10.1016/s0957-4166(00)80247-5