dimethyl (3R,5S)-1-benzylpiperidine-3,5-dicarboxylate | 175694-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: dimethyl (3R,5S)-1-benzylpiperidine-3,5-dicarboxylate
• CAS: 175694-35-6
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: FVOZHPFANSGEAF-OKILXGFUSA-N

物化性质

• 沸点：
  378.2±42.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl (3R,5S)-1-benzylpiperidine-3,5-dicarboxylate 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 45.0h， 以80%的产率得到[(3S,5R)-1-benzyl-5-(hydroxymethyl)piperidin-3-yl]methanol
  参考文献：
  名称：

  Highly Enantiopure C₁-Symmetric cis-Piperidine-3,5-dimethanol Monoacetates by Enzymatic Asymmetrization¹

  摘要：

  DOI：

  10.1021/jo972067j
• 作为产物：
  描述：

  甲醇 、 7-benzyl-3-oxa-7-azabicyclo-[3.3.1]-nonan-2,4-dione 在 硫酸 作用下， 反应 16.0h， 以95%的产率得到dimethyl (3R,5S)-1-benzylpiperidine-3,5-dicarboxylate
  参考文献：
  名称：

  An Expeditious Synthesis of Dimethyl 1-Benzyl-cis-Piperidine-3,5-Dicarboxylate

  摘要：

  A mixture of dimethyl 1-benzyl-cis- and trans-piperidine-3,5-dicarboxylate is prepared in high yields from readily available starting materials, by a reliable procedure. The straightforward conversion of the mixture into the diastereomerically pure cis-isomer, a useful sigma-symmetry intermediate for alkaloid synthesis, is also described.

  DOI：

  10.1080/00397919708004806

文献信息

• HIV Integrase Inhibitors
  申请人：Beaulieu Francis

  公开号：US20090253677A1

  公开（公告）日：2009-10-08

  The disclosure generally relates to the novel compounds of formula I, including their salts, which inhibit HIV integrase and prevent viral integration into human DNA. This action makes the compounds useful for treating HIV infection and AIDS. The invention also encompasses pharmaceutical compositions and methods for treating those infected with HIV.

  该披露通常涉及到公式I的新化合物，包括它们的盐，这些化合物抑制HIV整合酶并防止病毒整合到人类DNA中。这种作用使得这些化合物对治疗HIV感染和艾滋病有用。该发明还涵盖了用于治疗HIV感染者的药物组合物和方法。
• Stereoselective enzymatic hydrolysis of dimethyl meso-piperidine-3,5-dicarboxylates
  作者：Bruno Danieli、Giordano Lesma、Daniele Passarella、Alessandra Silvani

  DOI：10.1016/0957-4166(96)00002-x

  日期：1996.2

  Desymmetrization of dimethyl meso-piperidine-3,5-dicarboxylates 3a-c with pig liver esterase (PLE), lipase from Candida cylindracea (CCL) and porcine pancreatic lipase (PPL) is described. The enantioselectivities of the enzymatic transformations and the absolute configurations of the resulting half-esters 2a-c were determined.
• US8129398B2
  申请人：——

  公开号：US8129398B2

  公开（公告）日：2012-03-06
• An Expeditious Synthesis of Dimethyl 1-Benzyl-<i>cis</i>-Piperidine-3,5-Dicarboxylate
  作者：Bruno Danieli、Giordano Lesma、Daniele Passarella、Alessandra Silvani

  DOI：10.1080/00397919708004806

  日期：1997.1.1

  A mixture of dimethyl 1-benzyl-cis- and trans-piperidine-3,5-dicarboxylate is prepared in high yields from readily available starting materials, by a reliable procedure. The straightforward conversion of the mixture into the diastereomerically pure cis-isomer, a useful sigma-symmetry intermediate for alkaloid synthesis, is also described.
• Highly Enantiopure <i>C</i>₁-Symmetric <i>cis</i>-Piperidine-3,5-dimethanol Monoacetates by Enzymatic Asymmetrization¹
  作者：Bruno Danieli、Giordano Lesma、Daniele Passarella、Alessandra Silvani

  DOI：10.1021/jo972067j

  日期：1998.5.1