(2S)-1-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxyphenyl)methoxy]-5,5-dimethylhex-3-yn-2-ol | 934631-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S)-1-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxyphenyl)methoxy]-5,5-dimethylhex-3-yn-2-ol
• CAS: 934631-61-5
• 化学式: C₃₂H₄₀O₄Si
• 分子量: 516.753
• InChiKey: UAMSLDFHXFYTOT-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (2S)-1-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxyphenyl)methoxy]-5,5-dimethylhex-3-yn-2-ol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  A Formal Synthesis of Psymberin

  摘要：

  A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin.

  DOI：

  10.1021/ol063143k
• 作为产物：
  描述：

  2,2-dimethyl-3-(4-methoxyphenylmethoxy)propionaldehyde 在 {[(1S,2S)-TsDPEN]RuCl(η⁶-p-cymene)} 正丁基锂 、 对甲苯磺酰叠氮 、 potassium carbonate 作用下， 以 四氢呋喃 、 异丙醇 、 乙腈 为溶剂， 反应 21.83h， 生成 (2S)-1-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxyphenyl)methoxy]-5,5-dimethylhex-3-yn-2-ol
  参考文献：
  名称：

  A Formal Synthesis of Psymberin

  摘要：

  A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin.

  DOI：

  10.1021/ol063143k

文献信息

• A Formal Synthesis of Psymberin
  作者：Ning Shangguan、Sezgin Kiren、Lawrence J. Williams

  DOI：10.1021/ol063143k

  日期：2007.3.1

  A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin.