tert-butyl 4-(2-methylbenzyl)piperazine-1-carboxylate

• 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: tert-butyl 4-(2-methylbenzyl)piperazine-1-carboxylate
• 英文别名: Tert-butyl 4-[(2-methylphenyl)methyl]piperazine-1-carboxylate
• 化学式: C₁₇H₂₆N₂O₂
• mdl: MFCD24390536
• 分子量: 290.406
• InChiKey: PTPCOQJZHOMNNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.588
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-methylbenzyl)piperazine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-(2-甲基苯甲基)哌嗪
  参考文献：
  名称：

  Substituted pyrazoles as novel selective ligands for the human dopamine D 4 receptor

  摘要：

  Two novel series of 3-(heterocyclylmethyl)pyrazoles have been synthesised and evaluated as ligands for the human dopamine D-4 receptor. Compounds in series I (exemplified by 8k) have a phenyl ring joined to the 4-position of the pyrazole while those in series II (exemplified by 15j) have a 5-phenyl ring linked by a saturated chain to the 4-position of the pyrazole. Both series supplied compounds with excellent affinity for the human D-4 and good selectivity over other dopamine receptors. Excellent selectivity over calcium, sodium, and potassium ion channels was also achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00134-5
• 作为产物：
  描述：

  2-甲基苄溴 、 N-Boc-哌嗪 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以98%的产率得到tert-butyl 4-(2-methylbenzyl)piperazine-1-carboxylate
  参考文献：
  名称：

  钯（II）催化的N-苄基哌啶的邻芳基化反应。

  摘要：

  据报道，Pd（II）通过直接的CH键活化反应生成芳基硼酸频哪醇酯（Ar-BPin）来催化苄基杂环的邻芳基化反应，从而生成所需的联芳基产物。这种方法学是有效的，并且适用于各种功能化的Ar-BPin和苄基杂环，从而允许以适度到良好的产率直接合成重要的联芳基。

  DOI：

  10.1039/c5cc00410a

文献信息

• Palladium(<scp>ii</scp>)-catalysed ortho-arylation of N-benzylpiperidines
  作者：Peng Wen Tan、Maxwell Haughey、Darren J. Dixon

  DOI：10.1039/c5cc00410a

  日期：——

  Pd(II)-catalysed ortho-arylation of benzylic heterocycles with arylboronic acid pinacol esters (Ar-BPin) via directed C-H bond activation to generate the desired biaryl products is reported. This methodology is efficient and applicable to a wide range of functionalised Ar-BPin and benzylic heterocycles, allowing the direct synthesis of important biaryl motifs in modest to good yield.

  据报道，Pd（II）通过直接的CH键活化反应生成芳基硼酸频哪醇酯（Ar-BPin）来催化苄基杂环的邻芳基化反应，从而生成所需的联芳基产物。这种方法学是有效的，并且适用于各种功能化的Ar-BPin和苄基杂环，从而允许以适度到良好的产率直接合成重要的联芳基。
• Substituted pyrazoles as novel selective ligands for the human dopamine D 4 receptor
  作者：Sylvie Bourrain、Ian Collins、Joseph G. Neduvelil、Michael Rowley、Paul D. Leeson、Smita Patel、Shil Patel、Frances Emms、Rosemarie Marwood、Kerry L. Chapman、Alan E. Fletcher、Graham A. Showell

  DOI：10.1016/s0968-0896(98)00134-5

  日期：1998.10

  Two novel series of 3-(heterocyclylmethyl)pyrazoles have been synthesised and evaluated as ligands for the human dopamine D-4 receptor. Compounds in series I (exemplified by 8k) have a phenyl ring joined to the 4-position of the pyrazole while those in series II (exemplified by 15j) have a 5-phenyl ring linked by a saturated chain to the 4-position of the pyrazole. Both series supplied compounds with excellent affinity for the human D-4 and good selectivity over other dopamine receptors. Excellent selectivity over calcium, sodium, and potassium ion channels was also achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.