(4R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethyl-7-(2-trimethylsilylethoxymethoxy)hept-1-en-3-ol | 233609-13-7

• 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: (4R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethyl-7-(2-trimethylsilylethoxymethoxy)hept-1-en-3-ol
• CAS: 233609-13-7
• 化学式: C₂₁H₄₆O₄Si₂
• 分子量: 418.765
• InChiKey: ALWWOHXYJWCOQK-NFBCFJMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethyl-7-(2-trimethylsilylethoxymethoxy)hept-1-en-3-ol 在 samarium diiodide 、 四丁基氟化铵 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 48.0h， 生成 [(3S,4R,5R)-5-hydroxy-4,6-dimethyl-1-(2-trimethylsilylethoxymethoxy)hept-6-en-3-yl] benzoate
  参考文献：
  名称：

  Synthetic studies toward ansatrienines: application of the Evans–Tishchenko reaction to chiral enones

  摘要：

  Practical syntheses of the C9-C14 sterotriade 5 and the C1-C8 polyene unit 6 in ansatrienine A (mycotriene) (la), and other ansamycin antibiotics is described. A key step for controlling the configuration of the stereogenic center at C13 involves the stereoselective reduction of enone 10 using the Evans-Tishchenko reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00069-5
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (4R,5S)-5-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethyl-7-(2-trimethylsilylethoxymethoxy)hept-1-en-3-ol
  参考文献：
  名称：

  Synthetic studies toward ansatrienines: application of the Evans–Tishchenko reaction to chiral enones

  摘要：

  Practical syntheses of the C9-C14 sterotriade 5 and the C1-C8 polyene unit 6 in ansatrienine A (mycotriene) (la), and other ansamycin antibiotics is described. A key step for controlling the configuration of the stereogenic center at C13 involves the stereoselective reduction of enone 10 using the Evans-Tishchenko reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00069-5

文献信息

• Synthetic studies toward ansatrienines: application of the Evans–Tishchenko reaction to chiral enones
  作者：Kai-Uwe Schöning、R.K Hayashi、Douglas R Powell、Andreas Kirschning

  DOI：10.1016/s0957-4166(99)00069-5

  日期：1999.3

  Practical syntheses of the C9-C14 sterotriade 5 and the C1-C8 polyene unit 6 in ansatrienine A (mycotriene) (la), and other ansamycin antibiotics is described. A key step for controlling the configuration of the stereogenic center at C13 involves the stereoselective reduction of enone 10 using the Evans-Tishchenko reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.