2-(decyloxy)tetrahydrofuran | 52767-45-0

• 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: 2-(decyloxy)tetrahydrofuran
• 英文别名: Furan, 2-(decyloxy)tetrahydro-；2-decoxyoxolane
• CAS: 52767-45-0
• 化学式: C₁₄H₂₈O₂
• 分子量: 228.375
• InChiKey: XNQCWXSCVZFUSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  280.5±8.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(decyloxy)tetrahydrofuran 在 2,4,6-三甲基吡啶 、 三乙基硅基三氟甲磺酸酯 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以88%的产率得到癸醇
  参考文献：
  名称：

  Mild and Efficient Deprotection of Acetal-Type Protecting Groups of Hydroxyl Functions by Triethylsilyl Triflate — 2,4,6-Collidine Combination

  摘要：

  Deprotection of acetal-type protecting groups of hydroxyl functions has been studied in detail. The treatment of alcohol derivatives protected by acetal-type protecting groups with TESOTf-2,4,6-collidine followed by H(2)O-treatment produces the corresponding hydroxyl compounds in good yields. The characteristic features of the method are very mild and chemoselective, and acid-labile functional groups can tolerate these conditions.

  DOI：

  10.3987/com-08-s(f)88
• 作为产物：
  描述：

  四氢呋喃 、 癸醇 在 亚硝酸特丁酯 、 氧气 作用下， 反应 20.0h， 以92%的产率得到2-(decyloxy)tetrahydrofuran
  参考文献：
  名称：

  醇与亚硝酸叔丁酯的无金属四氢呋喃基化

  摘要：

  描述了在亚硝酸叔丁酯存在下的醇的无金属四氢呋喃基化，提供了保护羟基的简便且绿色的途径。机理研究表明，该转变以自由基方式进行，并且涉及相应醇的亚硝酸烷基酯作为关键中间体。

  DOI：

  10.1016/j.tetlet.2020.152251

文献信息

• NGCYCLOARTANONE DERIVATIVES WITH ANTICANCER ACTIVITY
  申请人：Long Christophe

  公开号：US20120077777A1

  公开（公告）日：2012-03-29

  The present invention relates to a compound of following formula (I): or to a pharmaceutically acceptable salt thereof, as well as to pharmaceutical compositions including same and to the use thereof as a drug, in particular for treating a proliferative disease such as cancer.

  本发明涉及以下式（I）的化合物： 或其药学上可接受的盐，以及包括相同的药物组合物和将其用作药物的用途，特别是用于治疗增殖性疾病如癌症。
• Tetrahydrofuranylation of Alcohols Using Hypervalent Iodine Reagents
  作者：Andrew N. French、Thomas Wirth、Jonathan Cole

  DOI：10.1055/s-2004-832810

  日期：——

  Alcohols are converted to their corresponding 2-tetrahydrofuranyl ethers using (diacetoxyiodo)benzene in THF. Reactions are carried out under reflux, or, more effectively, under microwave irradiation. Yields up to 81% are reported without the use of chlorinated solvents.

  在 THF 中使用（二乙酰氧基碘）苯将醇转化为相应的 2-四氢呋喃醚。反应在回流或微波辐照下进行，效果更好。据报道，在不使用氯化溶剂的情况下，产率高达 81%。
• Alkyl- and Arylation of Oxacyclic Ethers with Triethylsilyl Triflate—2,4,6-Collidine—Gilman Reagent Combination: Remarkable Discrimination of Two Ether Oxygens
  作者：Hiromichi Fujioka、Takuya Ohnaka、Takashi Okitsu、Ozora Kubo、Kazuhisa Okamoto、Yoshinari Sawama、Yasuyuki Kita

  DOI：10.3987/com-06-s(k)46

  日期：——

  The alkylation reaction of oxacyclic ethers such as THP-ethers, THF-ethers, etc., has been developed. The treatment of oxacyclic ether with TESOTf and 2,4,6-collidine gives the collidinium salt intermediate obtained by the reaction of the cyclic oxygen atom. The addition of Gilman reagent to the mixture gives the alkylated product. The reaction proceeds with high chemoselectivity though there are two different oxygen atoms in the oxacyclic ethers.