(2R,5R)-2,5-bis(phenyl)piperazine | 138770-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (2R,5R)-2,5-bis(phenyl)piperazine
• 英文别名: (2R,5R)-diphenylpiperazine；(2R,5R)-2,5-diphenylpiperazine
• CAS: 138770-88-4
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: BZSJSZVGLGMMBK-HOTGVXAUSA-N

物化性质

• 沸点：
  402.2±40.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R,5R)-2,5-bis(phenyl)piperazine 在 硼烷四氢呋喃络合物 、 potassium carbonate 、 三氟乙酸 作用下， 生成 1,1'-ethylenebis<(2R,5R)-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

• Conformational Difference between Mono- and Diprotonated cis-2,5-Diphenylpiperazinium Salts in the Solid State.
  作者：Kiyosei TAKASU、Hisashi MIYAMOTO、Kiyoshi TANAKA、Tohru TAGA、Masahiko BANDO、Kaoru FUJI

  DOI：10.1248/cpb.48.2014

  日期：——

  Monohydrochlorides of cis-2, 5-diphenylpiperazine assume a chair conformation, while the corresponding dihydrochlorides assume a boat form regardless of the substituent(s) at the nitrogen atom.

  顺式-2, 5-二苯基哌嗪的单盐酸盐呈椅状构象，而相应的二盐酸盐则呈舟状构象，与氮原子上的取代基无关。
• CHIRAL FLUORINATING REAGENTS
  申请人：ISIS INNOVATION LIMITED

  公开号：US20150284401A1

  公开（公告）日：2015-10-08

  This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.

  本发明涉及氟化剂，更具体地涉及手性非外消旋氟化剂，可用于对映选择性氟化，以及它们的合成、使用和其他相关主题。该氟化剂基于取代的1,4-二氮杂双环[2.2.2]辛烷（DABCO）骨架，并提供电子亲和性氟的对映选择性。
• Hydrochloride of chiral piperazine as a chiral proton source
  作者：Kaoru Fuji、Kiyoshi Tanaka、Hisashi Miyamoto

  DOI：10.1016/s0957-4166(00)82345-9

  日期：1993.2

  Asymmetric protonation utilizing hydrochlorides of chiral piperazine derivatives has been investigated. Protonation of the lithium enolate derived from 1-acetoxy-2-benzylcyclohexene with (2R, 5R)-2,5-diphenylpiperazine monohydrochloride (2) resulted in a formation of (S)-2-benzylcyclohexanone in 70% ee. The enantioface-differrentiating protonation with the salts of related chiral piperazine derivatives are also discussed.
• US9701684B2
  申请人：——

  公开号：US9701684B2

  公开（公告）日：2017-07-11
• [EN] CHIRAL FLUORINATING REAGENTS<br/>[FR] RÉACTIFS DE FLUORATION CHIRAUX
  申请人：ISIS INNOVATION

  公开号：WO2014068341A2

  公开（公告）日：2014-05-08

  This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.