2-(3-isopropyladamantan-1-yl)propan-2-ol | 176537-32-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-isopropyladamantan-1-yl)propan-2-ol
• 英文别名: 2-(3-isopropyl-1-adamantyl)propanol；2-(3-Propan-2-yl-1-adamantyl)propan-2-ol
• CAS: 176537-32-9
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: FJONSHRCPLXKGM-UHFFFAOYSA-N

物化性质

• 沸点：
  306.6±10.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-isopropyladamantan-1-yl)propan-2-ol 在 三氟乙酸 作用下， 反应 2.0h， 以76%的产率得到3,5-di(isopropyl)-1-adamantanol
  参考文献：
  名称：

  Novel approach to trisubstituted adamantanes

  摘要：

  The 2,5-diaryl-2-adamantanol and 2-(3-alkyl-1-adamantyl)-2-alkanol were found to produce the corresponding 2,5-diayl-7- and 3,5-dialkyl-1-adamantanols in trifluoroacetic acid with high selectivity. This synthetic methodology is proposed as a perspective approach to 2,5,7- and 1,3,5-trisubstituted adamantanes.

  DOI：

  10.1016/s0040-4020(96)00062-2
• 作为产物：
  描述：

  甲基碘化镁 、 methyl 3-isopropyladamantane-1-carboxylate 以 乙醚 为溶剂， 反应 1.0h， 以81%的产率得到2-(3-isopropyladamantan-1-yl)propan-2-ol
  参考文献：
  名称：

  通过动态NMR进行构象研究。95.围绕金刚烷基-烷基键的旋转。远程取代基对构象平衡的影响。

  摘要：

  通过NMR光谱在非常低的温度下在异丙基金刚烷，1-叔丁基-3-异丙基金刚烷和1，3-二异丙基金刚烷中观察到旋转受限。还确定了相应动态过程的障碍。在二取代的金刚烷衍生物的情况下，分别观察到两个和四个构象异构体，并根据对称性质进行分配。相对人口偏离统计分布。

  DOI：

  10.1021/jo034879n

文献信息

• Conformational Studies by Dynamic NMR. 95.¹ Rotation around the Adamantyl−Alkyl Bond. Remote Substituent Effect on Conformational Equilibrium
  作者：J. Edgar Anderson、Armin de Meijere、Sergei I. Kozhushkov、Lodovico Lunazzi、Andrea Mazzanti

  DOI：10.1021/jo034879n

  日期：2003.10.1

  Restricted rotation has been observed by NMR spectroscopy at very low temperature in isopropyladamantane, 1-tert-butyl-3-isopropyladamantane, and 1,3-diisopropyladamantane. The barriers for the corresponding dynamic processes were also determined. In the case of the disubstituted adamantane derivatives, two and four conformers, respectively, were observed and they were assigned on the basis of the

  通过NMR光谱在非常低的温度下在异丙基金刚烷，1-叔丁基-3-异丙基金刚烷和1，3-二异丙基金刚烷中观察到旋转受限。还确定了相应动态过程的障碍。在二取代的金刚烷衍生物的情况下，分别观察到两个和四个构象异构体，并根据对称性质进行分配。相对人口偏离统计分布。
• Method for Inhibition of Potential-Dependent Cation Channel
  申请人：Takatoku Hiroko

  公开号：US20130045177A1

  公开（公告）日：2013-02-21

  An excellent potential-dependent cation channel inhibitor or an excellent masking agent is provided. Disclosed is a method for inhibiting a potential-dependent cation channel or a method for masking olfaction, both of which include administering an adamantane derivate represented by the following formula (1) or a salt thereof [wherein R′ and R 2 are identical with or different from each other, and each represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; and X represents —OH, —R 3 —OH (wherein R 3 represents an alkylene group having 1 to 6 carbon atoms), —NH 2 , —R 4 —NH 2 (wherein R 4 represents an alkylene group having 1 to 6 carbon atoms), —COOH, —R 5 —COOH (wherein R 5 represents an alkylene group having 1 to 6 carbon atoms), —CO-R 6 (wherein R 6 represents an alkyl group having 1 to 6 carbon atoms), —CO—R 7 —COO—R 8 (wherein R 7 represents an alkylene group having 1 to 6 carbon atoms, and R 8 represents an alkyl group having 1 to 6 carbon atoms), or —NHCO—R 9 (wherein R 9 represents an alkyl group having 1 to 6 carbon atoms)].
• US8426110B2
  申请人：——

  公开号：US8426110B2

  公开（公告）日：2013-04-23
• US8481016B2
  申请人：——

  公开号：US8481016B2

  公开（公告）日：2013-07-09
• Conformational Studies on Oligosubstituted Adamantane Derivatives - Structural Features of Tetravinyl-, Tetracyclopropyl-, and Tetraisopropyladamantane
  作者：Sergei I. Kozhushkov、Dmitry S. Yufit、Roland Boese、Dieter Bläser、Peter R. Schreiner、Armin de Meijere

  DOI：10.1002/ejoc.200400731

  日期：2005.4

  were prepared from the same synthetic precursor – methyl 3-isopropyladamantane-1-carboxylate (10) – applying a standard set of repetitive procedures in 65, 77, 24, and 34 % overall yield, respectively. 1,3,5,7-Tetraethenyladamantane (17) was obtained in two steps – Swern oxidation and Wittig olefination – from 1,3,5,7-tetrakis(hydroxymethyl)adamantane (15) in 45 % overall yield and converted into 1

  1,3-二异丙基- (4), 1-叔丁基-3-异丙基- (5), 1,3,5-三异丙基- (6) 和 1-叔丁基-3,5-二异丙基金刚烷 (7)由相同的合成前体 - 3-异丙基金刚烷-1-羧酸甲酯 (10) 制备 - 应用一组标准的重复程序，总产率分别为 65%、77%、24% 和 34%。1,3,5,7-四乙烯基金刚烷 (17) 分两步获得 - Swern 氧化和 Wittig 烯化 - 从 1,3,5,7-四（羟甲基）金刚烷 (15) 以 45% 的总产率获得并转化为 1 ,3,5,7-四环丙基金刚烷 (8)，在乙酸钯 (II) 的催化下，与重氮甲烷进行四次环丙烷化反应（产率 91%）。8 在铂催化剂上的氢解以定量收率提供 1,3,5,7-四异丙基金刚烷 (9)。1-异丙基金刚烷 (3) 以及碳氢化合物 4-7 没有得到任何适合 X 射线晶体结构分析的晶体，即使使用光学加热和结晶装置 (OHCD)