methyl 2,5-dimethyltetrahydrofuran-3-carboxylate | 107187-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: methyl 2,5-dimethyltetrahydrofuran-3-carboxylate
• 英文别名: Methyl 2,5-dimethyloxolane-3-carboxylate
• CAS: 107187-22-4
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: LTEQUHVAEQPJQB-UHFFFAOYSA-N

物化性质

• 沸点：
  185.6±23.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-(1-hydroxyethyl)pent-4-enoate 在 碘 、 三苯基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以81%的产率得到methyl 2,5-dimethyltetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  Intramolecular Hydroalkoxylation of Unactivated Alkenes Using Silane–Iodine Catalytic System

  摘要：

  A novel catalytic system using I-2 and PhSiH3 for the intramolecular hydroalkoxylation of unactivated alkenes is described. NMR study indicated that in situ generated PhSiH2I is a possible active catalytic species. This catalytic system allows an efficient intramolecular hydroalkoxylation of phenyl-, trialkyl-, and 1,1-dialkyl-substituted alkenes as well as a variety of unactivated monoalkyl- and 1,2-dialkyl-substituted alkenes at room temperature. Mechanistic consideration based on significant experimental observations is also discussed.

  DOI：

  10.1021/acs.orglett.5b01797

文献信息

• Cobalt(II) chloride catalyzed acylation of alcohols with acetic anhydride: scope and mechanism
  作者：Javed Iqbal、Rajiv Ranjan Srivastava

  DOI：10.1021/jo00033a020

  日期：1992.3

  Cobalt(II) chloride catalyzes the acetylation of a variety of alcohols with acetic anhydride in excellent yield. Primary hydroxyl groups can be selectively acylated in the presence of secondary and tertiary ones while the secondary hydroxyl groups can be preferentially acetylated in the presence of tertiary ones. Tertiary alcohols have been found to give ketones, acetoacetates, olefins, and diketene in addition to the acetate. The beta-hydroxy esters and ketones can be acylated under these conditions without any elimination, and this reaction has been compared with 4-(dimethylamino)pyridine (DMAP)-mediated acylations where elimination of the resulting beta-acetoxy carbonyl compound is observed. A detailed investigation of the acylation of tertiary alcohols has revealed that these reactions proceed via a tertiary alkoxy radical and ketene. A mechanism for these acylations is proposed by invoking an electron-transfer process.
• ——
  作者：HELWIG R.、 NEUMANN P.、 TRAUTH H.、 AUMULLER A.

  DOI：——

  日期：——
• COMPOUNDS THAT MODULATE INTRACELLULAR CALCIUM
  申请人：Velicelebi Gonul

  公开号：US20100305200A1

  公开（公告）日：2010-12-02

  Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of store-operated calcium (SOC) channels. Also described herein are methods of using such SOC channel modulators, alone and in combination with other compounds, for treating diseases, disorders or conditions that would benefit from inhibition of SOC channel activity.
• US4703072A
  申请人：——

  公开号：US4703072A

  公开（公告）日：1987-10-27
• US8389567B2
  申请人：——

  公开号：US8389567B2

  公开（公告）日：2013-03-05