3-[(tert-butyldimethylsilanyl)methyl]-pyridine | 171497-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-[(tert-butyldimethylsilanyl)methyl]-pyridine
• 英文别名: 3-(tert-Butyldimethylsilylmethyl)pyridine；tert-butyl-dimethyl-(pyridin-3-ylmethyl)silane
• CAS: 171497-89-5
• 化学式: C₁₂H₂₁NSi
• 分子量: 207.391
• InChiKey: NTIKZDOOWPSOQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-[(tert-butyldimethylsilanyl)methyl]-pyridine 在 正丁基锂 、 1-氯乙基氯甲酸酯 、 二异丙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 8.25h， 生成 3-Piperidin-(3Z)-ylidenemethyl-pyridine
  参考文献：
  名称：

  Bioisosteric replacement strategy for the synthesis of 1-azacyclic compounds with high affinity for the central nicotinic cholinergic receptors

  摘要：

  Bioisosteric replacement of the isoxazole heterocycle in (3-methyl-5-isoxazolyl)methylene-azacyclic compounds with pyridine, oxadiazole, or an acyl group resulted in ligands with high to moderate affinity for the central nicotinic cholinergic receptors (IC50 = 2.0 to IC50 > 1000 nM) labeled by [H-3]methylcarbamylcholine. Additionally, further support of an important distance parameter for high-affinity nicotinic compounds has been provided. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00063-8
• 作为产物：
  描述：

  3-甲基吡啶 、 叔丁基二甲基氯硅烷 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以85%的产率得到3-[(tert-butyldimethylsilanyl)methyl]-pyridine
  参考文献：
  名称：

  Bioisosteric replacement strategy for the synthesis of 1-azacyclic compounds with high affinity for the central nicotinic cholinergic receptors

  摘要：

  Bioisosteric replacement of the isoxazole heterocycle in (3-methyl-5-isoxazolyl)methylene-azacyclic compounds with pyridine, oxadiazole, or an acyl group resulted in ligands with high to moderate affinity for the central nicotinic cholinergic receptors (IC50 = 2.0 to IC50 > 1000 nM) labeled by [H-3]methylcarbamylcholine. Additionally, further support of an important distance parameter for high-affinity nicotinic compounds has been provided. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00063-8

文献信息

• Synthesis of δ-Tributylstannyl-α,β,γ,δ-Unsaturated Aldehydes from Pyridines
  作者：Theo D. Michels、Jong Uk Rhee、Christopher D. Vanderwal

  DOI：10.1021/ol8020435

  日期：2008.11.6

  Zincke aldehydes, which are readily available from the ring-opening reaction of pyridinium salts, are easily converted into delta-tributylstannyl-alpha,beta,gamma,delta-unsaturated aldehydes (stannyldienals) by the action of tributylstannyllithium. This reaction appears to proceed via 1,6-stannyllithium addition/elimination of lithium dialkylamide. Several stannyldienals of significant utility for

  容易从吡啶鎓盐的开环反应获得的锌醛，在三丁基锡烷基锂的作用下，很容易转化为δ-三丁基锡烷基-α，β，γ，δ-不饱和醛（苯乙烯基）。该反应似乎是通过1，6-锡烷基锂加成/消除二烷基酰胺锂而进行的。通过这种途径已经制备了几种对合成多烯天然产物具有重要效用的苯乙烯亚胺，其收率适中，但是使用便宜的试剂在多克规模上是成功的。类似地，可以从相应的乙烯基酰胺中获得简单的苯乙烯烯醛和苯乙烯烯酮。
• Silyl heterocyclic fungicides
  申请人：Rohm and Haas Company

  公开号：US05451563A1

  公开（公告）日：1995-09-19

  Fungicidal heterocyclic silyl compounds of the general formula ##STR1## have been discovered wherein Het is a six membered heterocyclic moiety; R is hydrogen or a trisubstituted silyl group; R.sup.1, R.sup.2 and R.sup.3 are independently selected from substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or pyridyl groups; m is 0 or 1 and n is zero, one or two.

  已经发现了通式为##STR1##的杀真菌杂环硅基化合物，其中Het是一个六元杂环基团；R是氢或三取代硅基团；R.sup.1、R.sup.2和R.sup.3分别选自取代或未取代的烷基、烯基、炔基、芳基、芳基烷基或吡啶基团；m为0或1，n为零、一或二。