3-tert.-Butyloxy-thiophen | 49596-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-tert.-Butyloxy-thiophen
• 英文别名: 3-tert-Butoxythiophene；3-[(2-methylpropan-2-yl)oxy]thiophene
• CAS: 49596-64-7
• 化学式: C₈H₁₂OS
• 分子量: 156.249
• InChiKey: AHEZAMUVPRLNSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-tert.-Butyloxy-thiophen 、 三甲基氯化锡 在 正丁基锂 作用下， 以 乙醚 为溶剂， 以57%的产率得到3-t-butoxy-2-trimethylstannylthiophene
  参考文献：
  名称：

  Pyridine-Substituted Hydroxythiophenes. I. Preparation of o-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes.

  摘要：

  2-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes and 4-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes dagger have been prepared by hydrogen peroxide oxidation of the corresponding boronic esters. In the former case the boronic esters were obtained in three steps from 2,3-dibromothiophene via the corresponding 3-bromo-2-pyridylthiophenes synthesized by Pd(0)-catalyzed coupling between 3-bromo-2-trimethylstannylthiophene and the corresponding bromopyridines. In the latter case the known isomeric pyridylthiophenes were converted into the corresponding boronic esters in three steps via tribromo- and 3-bromo-4-pyridylthiophenes successively. 4-(3- and 4-pyridyl)thiophen-2(5H)-ones were also obtained in the syntheses of 4-(3- and 4-pyridyl)-3-hydroxythiophene. They are suggested to arise from rearrangement during the halogen-metal exchange. Spectroscopic investigations by H-1 NMR and IR show that these hydroxythiophene systems exist exclusively as enol forms.

  DOI：

  10.3891/acta.chem.scand.46-0654

文献信息

• PPAR active compounds
  申请人：Lin Jack

  公开号：US20080249137A1

  公开（公告）日：2008-10-09

  Compounds are described that are active on at least one of PPARα, PPARδ, and PPARγ, which are useful for therapeutic and/or prophylactic methods involving modulation of at least one of PPARα, PPARδ, and PPARγ.

  描述了对至少PPARα、PPARδ和PPARγ中的一个活性的化合物，这些化合物对涉及至少PPARα、PPARδ和PPARγ中的一个的治疗和/或预防方法是有用的。
• Pyridine-Substituted Hydroxythiophenes. I. Preparation of o-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes.
  作者：Salo Gronowitz、Yihua Zhang、Anna-Britta Hörnfeldt、Erik Högfeldt、P. Spielbüchler、Jørgen B. Pedersen、Povl Krogsgaard-Larsen

  DOI：10.3891/acta.chem.scand.46-0654

  日期：——

  2-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes and 4-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes dagger have been prepared by hydrogen peroxide oxidation of the corresponding boronic esters. In the former case the boronic esters were obtained in three steps from 2,3-dibromothiophene via the corresponding 3-bromo-2-pyridylthiophenes synthesized by Pd(0)-catalyzed coupling between 3-bromo-2-trimethylstannylthiophene and the corresponding bromopyridines. In the latter case the known isomeric pyridylthiophenes were converted into the corresponding boronic esters in three steps via tribromo- and 3-bromo-4-pyridylthiophenes successively. 4-(3- and 4-pyridyl)thiophen-2(5H)-ones were also obtained in the syntheses of 4-(3- and 4-pyridyl)-3-hydroxythiophene. They are suggested to arise from rearrangement during the halogen-metal exchange. Spectroscopic investigations by H-1 NMR and IR show that these hydroxythiophene systems exist exclusively as enol forms.