4-[Tert-butyl(dimethyl)silyl]oxynon-2-yn-1-ol | 518345-46-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 4-[Tert-butyl(dimethyl)silyl]oxynon-2-yn-1-ol
• CAS: 518345-46-5
• 化学式: C₁₅H₃₀O₂Si
• 分子量: 270.488
• InChiKey: XMCATGHIHSTLSY-UHFFFAOYSA-N

物化性质

• 沸点：
  323.5±22.0 °C(Predicted)
• 密度：
  0.903±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[Tert-butyl(dimethyl)silyl]oxynon-2-yn-1-ol 在 吡啶 、 titanium(IV) isopropylate 、 lithium aluminium tetrahydride 、 碘 、 异丙基溴化镁 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成 3-Iodonona-1,3-diene
  参考文献：
  名称：

  Highly efficient synthesis of alka-1,3-dien-2-yltitanium compounds from alka-2,3-dienyl carbonates. A new, practical synthesis of 1,3-dienes and 2-iodo-1,3-dienes

  摘要：

  Treatment of carbonates of alka-2,3-dien-1-ols 2 with (eta(2)-propene)Ti(O-i-Pr)(2) (I) resulted in oxidative addition to afford 1,3-dien-2-yltitanium compounds 3, which react readily with electrophiles such as H+, I-2 and aldehydes. The reaction with H+ and I-2 proceeds highly regioselectively, thus providing an efficient and practical method for synthesis of 1,3-dienes and 2-iodo-1,3-dienes. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02126-0
• 作为产物：
  描述：

  1-辛炔-3-醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 咪唑 、 正丁基锂 作用下， 生成 4-[Tert-butyl(dimethyl)silyl]oxynon-2-yn-1-ol
  参考文献：
  名称：

  A new synthesis of 3-carboxy-2,5-disubstituted furans and their conversion to 5-vinyl derivatives

  摘要：

  A new route to the title compounds is described. The key transformation involves treatment of a 2-(4-keto-2-alkynyl)-3-ketobutanoate with silica gel or Et3N to effect ring closure and subsequent double bond isomerization. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02290-x

文献信息

• Synthesis and evaluation of novel pyrazolidinone analogs of PGE2 as EP2 and EP4 receptors agonists
  作者：Zhong Zhao、Gian Luca Araldi、Yufang Xiao、Adulla P. Reddy、Yihua Liao、Srinivasa Karra、Nadia Brugger、David Fischer、Elizabeth Palmer

  DOI：10.1016/j.bmcl.2007.09.074

  日期：2007.12

  Replacement of the hydroxy cyclopentanone ring in PGE(2) with chemically more stable heterocyclic rings and substitution of the unsaturated alpha-alkenyl chain with a metabolically more stable phenethyl chain led to the development of potent and selective analogs of PGE(2). Compound 10f showed the highest potency and selectivity for EP4 the receptor. (c) 2007 Elsevier Ltd. All rights reserved.