(3R,4R,5S)-3-(cyclopentylmethyl)-5-(dibenzylamino)-4-hydroxy-6-phenylhexan-2-one | 253776-70-4

• 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: (3R,4R,5S)-3-(cyclopentylmethyl)-5-(dibenzylamino)-4-hydroxy-6-phenylhexan-2-one
• CAS: 253776-70-4
• 化学式: C₃₂H₃₉NO₂
• 分子量: 469.667
• InChiKey: UBZNCEBTGTUCEK-OWHBQTKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4R,5S)-3-(cyclopentylmethyl)-5-(dibenzylamino)-4-hydroxy-6-phenylhexan-2-one 在 lithium aluminium tetrahydride 作用下， 生成 (2R,3S,4R,5S)-3-Cyclopentylmethyl-5-dibenzylamino-6-phenyl-hexane-2,4-diol
  参考文献：
  名称：

  Regio- and Diastereoselective Aldol Products through Three-Component Coupling Reactions of Difluoroboroxy Fischer Carbene Molybdenum Complexes

  摘要：

  The reaction of difluoroboroxy Fischer carbene complexes, vinyl ketones, and aldehydes leads to the regioselective formation of aldol-like products (see reaction scheme). The reaction also shows a high degree of diastereofacial selectivity when chiral aldehydes are used. These results show that this is a very attractive process since the regioselective formation of aldols from nearly symmetrical ketones still remains an unsolved problem.

  DOI：

  10.1002/(sici)1521-3773(19991018)38:20<3084::aid-anie3084>3.0.co;2-p
• 作为产物：
  描述：

  苯丙醛,a-[二(苯基甲基)氨基]-,(S)- 、 cyclopentyl-lithium 、 丁烯酮 以34%的产率得到(3R,4R,5S)-3-(cyclopentylmethyl)-5-(dibenzylamino)-4-hydroxy-6-phenylhexan-2-one
  参考文献：
  名称：

  Regio- and Diastereoselective Aldol Products through Three-Component Coupling Reactions of Difluoroboroxy Fischer Carbene Molybdenum Complexes

  摘要：

  The reaction of difluoroboroxy Fischer carbene complexes, vinyl ketones, and aldehydes leads to the regioselective formation of aldol-like products (see reaction scheme). The reaction also shows a high degree of diastereofacial selectivity when chiral aldehydes are used. These results show that this is a very attractive process since the regioselective formation of aldols from nearly symmetrical ketones still remains an unsolved problem.

  DOI：

  10.1002/(sici)1521-3773(19991018)38:20<3084::aid-anie3084>3.0.co;2-p

文献信息

• Regio- and Diastereoselective Aldol Products through Three-Component Coupling Reactions of Difluoroboroxy Fischer Carbene Molybdenum Complexes
  作者：José Barluenga、Félix Rodríguez、Francisco J. Fañanás、Eduardo Rubio

  DOI：10.1002/(sici)1521-3773(19991018)38:20<3084::aid-anie3084>3.0.co;2-p

  日期：1999.10.18

  The reaction of difluoroboroxy Fischer carbene complexes, vinyl ketones, and aldehydes leads to the regioselective formation of aldol-like products (see reaction scheme). The reaction also shows a high degree of diastereofacial selectivity when chiral aldehydes are used. These results show that this is a very attractive process since the regioselective formation of aldols from nearly symmetrical ketones still remains an unsolved problem.