(E)-(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid methoxy-methyl-amide | 871514-84-0

• 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: (E)-(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid methoxy-methyl-amide
• CAS: 871514-84-0
• 化学式: C₂₆H₃₇NO₃Si
• 分子量: 439.67
• InChiKey: LRGBJIPBVGBQFD-MTYRLCPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid methoxy-methyl-amide 在 二异丁基氢化铝 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.67h， 生成 tert-Butyl-[(E)-(R)-2-methyl-1-((S)-1-methyl-prop-2-ynyl)-but-2-enyloxy]-diphenyl-silane
  参考文献：
  名称：

  Mechanistic Studies on the O-Directed Free-Radical Hydrostannation of Disubstituted Acetylenes with Ph₃SnH and Et₃B and on the Iodination of Allylically Oxygenated α-Triphenylstannylalkenes

  摘要：

  The free-radical hydrostannation of 1 with Ph3SnH and catalytic Et3B in PhMe has been mechanistically probed. At high Ph3SnH concentrations, the O-directed hydrostannation pathway dominates, and 2 is formed with good selectivity (ca. 11.1:1). Substantially lower stannane/substrate concentrations increase the amount of tandem 5-exo-trig cyclization product 3 that is observed.

  DOI：

  10.1021/ol051937d
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 2,6-二甲基吡啶 作用下， 以 乙醚 、 二氯甲烷 、 氯仿 为溶剂， 反应 29.0h， 生成 (E)-(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid methoxy-methyl-amide
  参考文献：
  名称：

  Mechanistic Studies on the O-Directed Free-Radical Hydrostannation of Disubstituted Acetylenes with Ph₃SnH and Et₃B and on the Iodination of Allylically Oxygenated α-Triphenylstannylalkenes

  摘要：

  The free-radical hydrostannation of 1 with Ph3SnH and catalytic Et3B in PhMe has been mechanistically probed. At high Ph3SnH concentrations, the O-directed hydrostannation pathway dominates, and 2 is formed with good selectivity (ca. 11.1:1). Substantially lower stannane/substrate concentrations increase the amount of tandem 5-exo-trig cyclization product 3 that is observed.

  DOI：

  10.1021/ol051937d