[(1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E)-3-(furan-2-yl)prop-2-enoate | 372947-73-4

• 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: [(1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E)-3-(furan-2-yl)prop-2-enoate
• CAS: 372947-73-4
• 化学式: C₃₀H₃₂O₃
• 分子量: 440.582
• InChiKey: FELNHEIUMIJXCI-YAQNKUGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E)-3-(furan-2-yl)prop-2-enoate 在 四乙基对甲苯磺酸铵 作用下， 以 乙腈 为溶剂， 以52%的产率得到
  参考文献：
  名称：

  Stereoselective Hydrocoupling of [(1R)-exo]-3-exo-(Diphenylmethyl)bornyl Cinnamates by Electroreduction

  摘要：

  [GRAPHICS]The chiral auxiliary [(1R)-exo]-3-exo-(diphenylmethyl)borneol, synthesized from (1R)-(+)-camphor in three steps, was highly effective for the stereoselective hydrocoupling of its cinnamates by electroreduction. From the resulting hydrodimers, (3R,4R)-3,4-diaryladipic acid esters and (3R,4R)-3,4-diarylhexane-1,6-diols were synthesized in 87-95% ee.

  DOI：

  10.1021/ol016566p
• 作为产物：
  描述：

  二苯氯甲烷 在 potassium hydrogensulfate 、 lithium aluminium tetrahydride 、 四氯化钛 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 xylene 为溶剂， 反应 8.5h， 生成 [(1R,2R,3S,4R)-3-benzhydryl-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (E)-3-(furan-2-yl)prop-2-enoate
  参考文献：
  名称：

  Stereoselective Hydrocoupling of [(1R)-exo]-3-exo-(Diphenylmethyl)bornyl Cinnamates by Electroreduction

  摘要：

  [GRAPHICS]The chiral auxiliary [(1R)-exo]-3-exo-(diphenylmethyl)borneol, synthesized from (1R)-(+)-camphor in three steps, was highly effective for the stereoselective hydrocoupling of its cinnamates by electroreduction. From the resulting hydrodimers, (3R,4R)-3,4-diaryladipic acid esters and (3R,4R)-3,4-diarylhexane-1,6-diols were synthesized in 87-95% ee.

  DOI：

  10.1021/ol016566p

文献信息

• Stereoselective Hydrocoupling of [(1<i>R</i>)-<i>e</i><i>xo</i>]-3-<i>e</i><i>xo</i>-(Diphenylmethyl)bornyl Cinnamates by Electroreduction
  作者：Naoki Kise、Keisuke Iwasaki、Naohiko Tokieda、Nasuo Ueda

  DOI：10.1021/ol016566p

  日期：2001.10.1

  [GRAPHICS]The chiral auxiliary [(1R)-exo]-3-exo-(diphenylmethyl)borneol, synthesized from (1R)-(+)-camphor in three steps, was highly effective for the stereoselective hydrocoupling of its cinnamates by electroreduction. From the resulting hydrodimers, (3R,4R)-3,4-diaryladipic acid esters and (3R,4R)-3,4-diarylhexane-1,6-diols were synthesized in 87-95% ee.