(1r,3s,5R,7S)-3-(hydroxymethyl)-2-oxaadamantan-1-ol | 38113-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (1r,3s,5R,7S)-3-(hydroxymethyl)-2-oxaadamantan-1-ol
• 英文别名: 1-hydroxy-3-hydroxymethyl-2-oxaadamantane；1-Hydroxy-3-hydroxymethyl-2-oxaadamantan；3-(Hydroxymethyl)-2-oxatricyclo[3.3.1.13,7]decan-1-ol
• CAS: 38113-98-3
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: DIBQTGFLLDTSIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四乙二醇二对甲苯磺酸酯 、 (1r,3s,5R,7S)-3-(hydroxymethyl)-2-oxaadamantan-1-ol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 108.0h， 以60%的产率得到2,5,8,11,14,22-hexaoxatetracyclo[14.5.1.11,18.116,20]tetracosane
  参考文献：
  名称：

  Synthesis and alkali metal picrate extraction capabilities of novel cage-functionalized 17-crown-5 and 17-crown-6 ethers

  摘要：

  The syntheses of three novel cage-functionalized 17-crown-5 and 17-crown-6 ethers, i. e., 10-12, are reported and the results of alkali metal picrate extraction experiments performed by using each of these crown ethers in turn as the extractant are described. Their respective relative extraction efficiencies toward alkali metal picrates were compared with the corresponding efficiencies of 15-crown-5 and benzo-15-crown-5 solutions at the same concentration. The extraction profile of 10 (17-crown-5) toward alkali metal picrates is similar to that of 15-crown-5; however, 10 displays 33% greater avidity toward Na+ picrate. The ability of 11 (benzo-17-crown-5) to extract Li+, Rb+, and Cs+ picrates is similar to that of benzo-15-crown-5. Crown ether 10 is ca. 3 times more effective than 11 toward extraction of K+ picrate. The alkali metal picrate extraction profile of 12 (17-crown-6) resembles that of 10; however, 12 shows enhanced avidity vis-a-vis 10 toward Na+, K+, Rb+, and Cs+ picrates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00075-6
• 作为产物：
  描述：

  3-methylenebicyclo<3.3.1>nonane-7-one oxide 在 高氯酸 作用下， 以 水 为溶剂， 反应 3.0h， 以45%的产率得到(1r,3s,5R,7S)-3-(hydroxymethyl)-2-oxaadamantan-1-ol
  参考文献：
  名称：

  Synthesis and alkali metal picrate extraction capabilities of novel cage-functionalized 17-crown-5 and 17-crown-6 ethers

  摘要：

  The syntheses of three novel cage-functionalized 17-crown-5 and 17-crown-6 ethers, i. e., 10-12, are reported and the results of alkali metal picrate extraction experiments performed by using each of these crown ethers in turn as the extractant are described. Their respective relative extraction efficiencies toward alkali metal picrates were compared with the corresponding efficiencies of 15-crown-5 and benzo-15-crown-5 solutions at the same concentration. The extraction profile of 10 (17-crown-5) toward alkali metal picrates is similar to that of 15-crown-5; however, 10 displays 33% greater avidity toward Na+ picrate. The ability of 11 (benzo-17-crown-5) to extract Li+, Rb+, and Cs+ picrates is similar to that of benzo-15-crown-5. Crown ether 10 is ca. 3 times more effective than 11 toward extraction of K+ picrate. The alkali metal picrate extraction profile of 12 (17-crown-6) resembles that of 10; however, 12 shows enhanced avidity vis-a-vis 10 toward Na+, K+, Rb+, and Cs+ picrates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00075-6

文献信息

• COMPOUNDS CONTAINING AN ALICYCLIE STRUCTURE AND ANTI-TUMOR APPLICATION
  申请人：Xu Lifeng

  公开号：US20140045779A1

  公开（公告）日：2014-02-13

  This invention relates with anti-tumor activities of new compounds containing an adamantyl group or analogs thereof. The invention also relates with the medication applications of anti-tumor and other diseases by this kind of compounds with the combination of S, P, T structures containing adamantyl group and the formation of stereoisomer, tautomers, prodrug, pharmaceutically acceptable salts, complex salts or solvates to their anticancer application and anticancer agents, which have the following general formula:

  这项发明涉及含有金刚烷基团或其类似物的新化合物的抗肿瘤活性。该发明还涉及利用这种含有金刚烷基团的S、P、T结构的化合物与立体异构体、互变异构体、前药、药用盐、复杂盐或溶剂化物的结合来治疗抗肿瘤和其他疾病的药物应用，这些抗肿瘤剂具有以下一般公式：
• Synthesis and alkali metal picrate extraction capabilities of novel cage-functionalized 17-crown-5 and 17-crown-6 ethers
  作者：Alan P. Marchand、Kaipenchery A. Kumar、Artie S. McKim、Kata Mlinarié-Majerski、Goran Kragol

  DOI：10.1016/s0040-4020(97)00075-6

  日期：1997.3

  The syntheses of three novel cage-functionalized 17-crown-5 and 17-crown-6 ethers, i. e., 10-12, are reported and the results of alkali metal picrate extraction experiments performed by using each of these crown ethers in turn as the extractant are described. Their respective relative extraction efficiencies toward alkali metal picrates were compared with the corresponding efficiencies of 15-crown-5 and benzo-15-crown-5 solutions at the same concentration. The extraction profile of 10 (17-crown-5) toward alkali metal picrates is similar to that of 15-crown-5; however, 10 displays 33% greater avidity toward Na+ picrate. The ability of 11 (benzo-17-crown-5) to extract Li+, Rb+, and Cs+ picrates is similar to that of benzo-15-crown-5. Crown ether 10 is ca. 3 times more effective than 11 toward extraction of K+ picrate. The alkali metal picrate extraction profile of 12 (17-crown-6) resembles that of 10; however, 12 shows enhanced avidity vis-a-vis 10 toward Na+, K+, Rb+, and Cs+ picrates. (C) 1997 Elsevier Science Ltd.