1,1'-ethylenebis<(2R,5R)-4-methyl-2,5-diphenylpiperazine> | 143505-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,1'-ethylenebis<(2R,5R)-4-methyl-2,5-diphenylpiperazine>
• 英文别名: 1,1'-ethylenebis((2R,5R)-4-methyl-2,5-diphenylpiperazine)；(2R,5R)-1-methyl-4-[2-[(2R,5R)-4-methyl-2,5-diphenylpiperazin-1-yl]ethyl]-2,5-diphenylpiperazine
• CAS: 143505-32-2
• 化学式: C₃₆H₄₂N₄
• 分子量: 530.756
• InChiKey: NNRGNUBSQLWMJL-ZYADHFCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  40.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.96
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,1'-ethylenebis<(2R,5R)-4-methyl-2,5-diphenylpiperazine> 、 丙酮 在 sodium cyanoborohydride 作用下， 以 溶剂黄146 为溶剂， 以75%的产率得到(2R,5R)-1-[2-[(2R,5R)-2,5-diphenyl-4-propan-2-ylpiperazin-1-yl]ethyl]-2,5-diphenyl-4-propan-2-ylpiperazine
  参考文献：
  名称：

  Asymmetric cis-dihydroxylation of olefins by utilizing chiral bispiperazine

  摘要：

  Asymmetric dihydroxylation of a variety of olefins has been achieved by employing the chiral ligands of N,N'-dialkyl bispiperazines having linker arm of two carbons in excellent to good enantioselectivity.

  DOI：

  10.1016/0040-4039(92)88090-r
• 作为产物：
  描述：

  聚合甲醛 、 1,1'-ethylenebis<(2R,5R)-2,5-diphenylpiperazine> 在 sodium cyanoborohydride 作用下， 以 溶剂黄146 为溶剂， 以92%的产率得到1,1'-ethylenebis<(2R,5R)-4-methyl-2,5-diphenylpiperazine>
  参考文献：
  名称：

  Asymmetric cis-dihydroxylation of olefins by utilizing chiral bispiperazine

  摘要：

  Asymmetric dihydroxylation of a variety of olefins has been achieved by employing the chiral ligands of N,N'-dialkyl bispiperazines having linker arm of two carbons in excellent to good enantioselectivity.

  DOI：

  10.1016/0040-4039(92)88090-r

文献信息

• Chiral Piperazines as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes.
  作者：Kaoru FUJI、Kiyoshi TANAKA、Hisashi MIYAMOTO

  DOI：10.1248/cpb.41.1557

  日期：——

  Enantioselective ethylation of benzaldehyde with diethylzinc in the presence of a catalytic amount of chiral piperazine derivatives was investigated. The chiral piperazine works as an asymmetric catalyst in the alkylation, yielding 1-phenylpropanol with a moderate enantioselectivity. The influence of structural variation of the piperazine ring upon the asymmetric induction and the mechanism involved are discussed.

  研究了在催化量的手性哌嗪衍生物存在下苯甲醛与二乙基锌的对映选择性乙基化。手性哌嗪在烷基化反应中作为不对称催化剂，产生具有中等对映选择性的 1-苯基丙醇。讨论了哌嗪环的结构变化对不对称诱导的影响及其机制。