1-benzoyl-2-tert-butyldimethylsilyllycorine | 1210819-55-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 石蒜科生物碱
• 英文名称: 1-benzoyl-2-tert-butyldimethylsilyllycorine
• 英文别名: [(1S,17S,18S,19S)-17-[tert-butyl(dimethyl)silyl]oxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl] benzoate
• CAS: 1210819-55-8
• 化学式: C₂₉H₃₅NO₅Si
• 分子量: 505.686
• InChiKey: FPFREWZKIINHID-GWMMUDDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzoyl-2-tert-butyldimethylsilyllycorine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到1-benzoyllycorine
  参考文献：
  名称：

  Structure–activity studies on acetylcholinesterase inhibition in the lycorine series of Amaryllidaceae alkaloids

  摘要：

  The synthesis of differentially functionalized analogs of the Amaryllidaceae alkaloid lycorine, accessed via a concise chemoselective silylation strategy, is described uncovering two of the most potent inhibitors of acetylcholinesterase (AChE) identified to date in this series. Important elements of this novel pharmacophore were elucidated through structure-activity relationship (SAR) studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.130
• 作为产物：
  描述：

  苯甲酰溴 、 2-tert-butyldimethylsilyllycorine 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以96%的产率得到1-benzoyl-2-tert-butyldimethylsilyllycorine
  参考文献：
  名称：

  Structure–activity studies on acetylcholinesterase inhibition in the lycorine series of Amaryllidaceae alkaloids

  摘要：

  The synthesis of differentially functionalized analogs of the Amaryllidaceae alkaloid lycorine, accessed via a concise chemoselective silylation strategy, is described uncovering two of the most potent inhibitors of acetylcholinesterase (AChE) identified to date in this series. Important elements of this novel pharmacophore were elucidated through structure-activity relationship (SAR) studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.130

文献信息

• Structure–activity studies on acetylcholinesterase inhibition in the lycorine series of Amaryllidaceae alkaloids
  作者：James McNulty、Jerald J. Nair、Jessamyn R.L. Little、John D. Brennan、Jaume Bastida

  DOI：10.1016/j.bmcl.2010.06.130

  日期：2010.9

  The synthesis of differentially functionalized analogs of the Amaryllidaceae alkaloid lycorine, accessed via a concise chemoselective silylation strategy, is described uncovering two of the most potent inhibitors of acetylcholinesterase (AChE) identified to date in this series. Important elements of this novel pharmacophore were elucidated through structure-activity relationship (SAR) studies. (C) 2010 Elsevier Ltd. All rights reserved.