2,4,6-tri(propan-2-yl)-N-[(E)-[(1S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene]amino]benzenesulfonamide | 153829-39-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,4,6-tri(propan-2-yl)-N-[(E)-[(1S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene]amino]benzenesulfonamide
• CAS: 153829-39-1
• 化学式: C₂₅H₄₀N₂O₂S
• 分子量: 432.671
• InChiKey: YKFIGPHOAFYJHB-QGHTXTIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4,6-tri(propan-2-yl)-N-[(E)-[(1S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene]amino]benzenesulfonamide 在 potassium hydrogensulfate 、 正丁基锂 、 仲丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 53.33h， 生成
  参考文献：
  名称：

  On the structural features of the chiral organometallic Lewis-acid catalyst “(dibornacyclopentadienyl)zirconiumtrichloride”

  摘要：

  2-Bornenyllithium (3) was prepared from camphor by a variant of the Shapiro reaction and then reacted with 0.5 molar equivalents of ethylformate to give the dibornenylcarbinol 4. Subsequent acid-catalyzed cyclization of 4 yielded ''dibornacyclopentadiene'' as a mixture of two diastereoisomers; their deprotonation with n-butyllithium produced a single ''dibornacyclopentadienyllithium'' reagent (6). Reaction of 6 with MCl4 (M = Zr, Hf, Ti) gave the chiral organometallic Lewis-acids ''(diborna-CP)MCl3''. ''(+)-(Dibornacyclopentadienyl)zirconiumtrichloride'' (7a) was characterized by X-ray diffraction. The molecular structure of 7a provides a basis for discussing the stereochemical characteristics of the enantioselective arene hydroxyalkylation process catalyzed by the optically active organometallic Lewis-acid ''(dibornacyclopentadienyl)zirconiumtrichloride''.

  DOI：

  10.1016/0022-328x(93)86061-l
• 作为产物：
  描述：

  左旋樟脑 、 2,4,6-三异丙基苯磺酰基肼 在 盐酸 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以86%的产率得到2,4,6-tri(propan-2-yl)-N-[(E)-[(1S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanylidene]amino]benzenesulfonamide
  参考文献：
  名称：

  On the structural features of the chiral organometallic Lewis-acid catalyst “(dibornacyclopentadienyl)zirconiumtrichloride”

  摘要：

  2-Bornenyllithium (3) was prepared from camphor by a variant of the Shapiro reaction and then reacted with 0.5 molar equivalents of ethylformate to give the dibornenylcarbinol 4. Subsequent acid-catalyzed cyclization of 4 yielded ''dibornacyclopentadiene'' as a mixture of two diastereoisomers; their deprotonation with n-butyllithium produced a single ''dibornacyclopentadienyllithium'' reagent (6). Reaction of 6 with MCl4 (M = Zr, Hf, Ti) gave the chiral organometallic Lewis-acids ''(diborna-CP)MCl3''. ''(+)-(Dibornacyclopentadienyl)zirconiumtrichloride'' (7a) was characterized by X-ray diffraction. The molecular structure of 7a provides a basis for discussing the stereochemical characteristics of the enantioselective arene hydroxyalkylation process catalyzed by the optically active organometallic Lewis-acid ''(dibornacyclopentadienyl)zirconiumtrichloride''.

  DOI：

  10.1016/0022-328x(93)86061-l