2-phenyl-4-(trimethylsilyl)but-3-yn-1-ol | 114299-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-4-(trimethylsilyl)but-3-yn-1-ol
• 英文别名: 2-Phenyl-4-trimethylsilyl-but-3-yn-1-ol；2-phenyl-4-trimethylsilylbut-3-yn-1-ol
• CAS: 114299-63-7
• 化学式: C₁₃H₁₈OSi
• 分子量: 218.371
• InChiKey: VASVMPGOQADEPS-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41 °C
• 沸点：
  130 °C(Press: 0.005 Torr)
• 密度：
  0.983±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-phenyl-4-(trimethylsilyl)but-3-yn-1-ol 在 silver nitrate 、 potassium cyanide 作用下， 以 乙醇 、 水 为溶剂， 生成 2-苯基丁-3-炔-1-醇
  参考文献：
  名称：

  Spirocyclic NK1 antagonists I: [4.5] and [5.5]-Spiroketals

  摘要：

  A series of novel spiroketal-based NK1 antagonists is described. The effect of modifications to the spiroether ring and aromatic substituents are discussed, leading to the identification of compounds with high affinity and excellent CNS penetration. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00506-1
• 作为产物：
  描述：

  氧化苯乙烯 、 三甲基乙炔基硅 在 正丁基锂 、 (OiPr)3TiCl₃ 作用下， 以 四氢呋喃 为溶剂， 生成 2-phenyl-4-(trimethylsilyl)but-3-yn-1-ol
  参考文献：
  名称：

  Spirocyclic NK1 antagonists I: [4.5] and [5.5]-Spiroketals

  摘要：

  A series of novel spiroketal-based NK1 antagonists is described. The effect of modifications to the spiroether ring and aromatic substituents are discussed, leading to the identification of compounds with high affinity and excellent CNS penetration. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00506-1

文献信息

• Metal-Free Three-Component Oxyalkynylation of Alkenes
  作者：Yangshan Li、Ran Lu、Shutao Sun、Lei Liu

  DOI：10.1021/acs.orglett.8b02954

  日期：2018.11.2

  An unprecedented (NH4)2S2O8 mediated metal-free three-component alkene oxyalkynylation using H2O or alcohol as oxygenation agent is described. Mechanistic studies suggested that the reversed regioselectivity should be dictated by an alkene radical cation intermediate.

  描述了前所未有的（NH 4）2 S 2 O 8介导的使用H 2 O或醇作为氧化剂的无金属三组分链烯氧基炔基化反应。机理研究表明，逆向的区域选择性应由烯烃自由基阳离子中间体决定。
• Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects
  作者：Philippe Compain、Jacques Goré、Jean-Michel Vatèle

  DOI：10.1016/0040-4020(96)00567-4

  日期：1996.7

  γ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe3] syn-elimination and explains why the presence of the silyl group is essential in such a process.

  γ-丁内酯可以通过Wacker型氧化反应从4-三甲基甲硅烷基-3-炔基-1-醇中以高收率获得。提出了用于该转化的机理：其涉及两个连续的反式-羟基palladation，然后是[PdXSiMe 3 ]顺式消除，并解释了为什么在这样的过程中必须存在甲硅烷基。
• Spiroketal derivatives, compositions containing them and their use as
  申请人：Merck Sharp & Dohme Limited

  公开号：US05728695A1

  公开（公告）日：1998-03-17

  The present invention relates to spiroketal derivatives of formula (I) and pharmaceutically acceptable salts thereof wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.9a, R.sup.9b, m and n are as defined in the specification, and to processes for their preparation, to intermediates used in their synthesis, to pharmaceutical compositions containing them, and to their use in therapy. The compounds are of particular use in the treatment or prevention of pain, inflammation, migraine, emesis and postherpetic neuralgia. ##STR1##

  本发明涉及公式（I）的螺内酯衍生物及其药学上可接受的盐，其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5、R.sup.6、R.sup.9a、R.sup.9b、m和n如规范中所定义，并涉及用于它们合成的中间体、含有它们的制药组合物以及它们在治疗中的应用。这些化合物特别适用于治疗或预防疼痛、炎症、偏头痛、呕吐和带状疱疹后神经痛。##STR1##
• Krause, Norbert; Seebach, Dieter, Chemische Berichte, 1988, vol. 121, p. 1315 - 1320
  作者：Krause, Norbert、Seebach, Dieter

  DOI：——

  日期：——
• KRAUSE, NORBERT;SEEBACH, DIETER, CHEM. BER., 121,(1988) N 7, C. 1315-1320
  作者：KRAUSE, NORBERT、SEEBACH, DIETER

  DOI：——

  日期：——