| 1403986-88-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• CAS: 1403986-88-8
• 化学式: C₂₃H₂₉NO₄S
• 分子量: 415.554
• InChiKey: GMJOKLAFHUICRF-HPKPWGMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  83.56
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (3S,4S,5R,6R,E)-6-((dimethyl)(1,1-dimethylethyl)silyloxy)-3,5,7-trimethyl-8-(2-methyloxazol-4-yl)octa-1,7-dien-4-ol 在 copper(l) iodide 、 Hoveyda-Grubbs catalyst second generation 、 三氟乙酸 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Synthesis of the C20–C32 Tetrahydropyran Core of the Phorboxazoles and the C22 Epimer via a Stereodivergent Michael Reaction

  摘要：

  A stereoselective synthesis of the C20-C32 tetrahydropyran core of the phorboxazoles has been achieved in only seven steps and in a 31% overall yield. The C22 epimer was also synthesized. The key step was a silyl ether deprotection/oxy-Michael cyclization. When this step was conducted under Bronsted acid conditions, the C20-C32 core was formed with the desired 2,6-cis-stereochemistry. However, when the silyl ether deprotection/oxy-Michael cyclization was conducted under fluoride conditions buffered with acetic acid, the C22 epimer of the core was the sole product.

  DOI：

  10.1021/ol3026523