2-(3-乙基-1-金刚烷基)乙酸 | 101821-81-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(3-乙基-1-金刚烷基)乙酸
• 英文名称: (3-ethyladamantan-1-yl)acetic acid
• 英文别名: 3-ethyl-1-adamantylacetic acid；(3-Ethyl-1-adamantyl)acetic acid；2-(3-ethyl-1-adamantyl)acetic acid
• CAS: 101821-81-2
• 化学式: C₁₄H₂₂O₂
• mdl: MFCD01838639
• 分子量: 222.327
• InChiKey: MRQRQHRHPXENRD-UHFFFAOYSA-N

物化性质

• 沸点：
  342.7±10.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-(3-乙基-1-金刚烷基)乙酸 在 硝酸 作用下， 生成
  参考文献：
  名称：

  一锅合成笼型醇

  摘要：

  已经开发出一种有效的一锅法程序，用于合成在桥头位置具有羟基的笼型醇。该程序包括先用硝酸或硝酸与乙酸的混合物进行硝化，然后在尿素存在下进行水解。

  DOI：

  10.1134/s1070428017070028
• 作为产物：
  描述：

  1,1-二氯乙烯 、 3-乙基-1-金刚烷醇 在 硫酸 、 水 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到2-(3-乙基-1-金刚烷基)乙酸
  参考文献：
  名称：

  金刚烷系列的二乙酰氨基和二氨基衍生物的合成

  摘要：

  通过一锅法从金刚烷系列烃或金刚烷-1-基乙酸直接合成1,3-二乙酰氨基衍生物，该氧化反应在氧化硝酸和硫酸和硝酸的混合物中连续进行氧化阶段和Ritter's反应。1,3-二乙酰氨基衍生物在酸性介质中的水解产生支架二胺和二氨基酸。

  DOI：

  10.1134/s1070428017080024

文献信息

• Enantioselective C–H Lactonization of Unactivated Methylenes Directed by Carboxylic Acids
  作者：Marco Cianfanelli、Giorgio Olivo、Michela Milan、Robertus J. M. Klein Gebbink、Xavi Ribas、Massimo Bietti、Miquel Costas

  DOI：10.1021/jacs.9b12239

  日期：2020.1.22

  hydroxylation product. Here we show that a Mn-catalyzed CH oxidation directed by carboxylic acids can overcome these challenges to yield γ-lactones in high enantiomeric excess (up to 99%) using hydrogen peroxide as oxidant and a Brønsted acid additive under mild conditions and short reaction times. Coordination of the carboxylic acid group to the bulky Mn complex ensures the rigidity needed for high enantioselectivi-ty

  控制位点选择性、对映选择性和产物化学选择性的艰巨挑战，使不对称 C-H 氧化成为非酶系统普遍未解决的问题。考虑到它们的环境之间的相似性和最初形成的羟基化产物的容易过度氧化，未活化的亚甲基基团的两个对映体 C-H 键之间的区别特别苛刻，并且迄今为止是前所未有的。在这里，我们表明，由羧酸引导的 Mn 催化的 C-H 氧化可以克服这些挑战，使用过氧化氢作为氧化剂和布朗斯台德酸添加剂在温和条件下和短时间产生高对映体过量（高达 99%）的 γ-内酯。反应时间。羧酸基团与庞大的 Mn 络合物的配位确保了高对映选择性所需的刚性，并决定了出色的 γ 位点选择性。当底物含有非等价的 γ-亚甲基时，内酯化的位点选择性可以根据邻近取代基的简单 C-H 活化/失活效应合理预测。此外，可以通过催化剂设计来调节对非对映体 C-H 键的区分，而不会侵蚀对映体过量。通过两个关键的连续γ-C-H内酯化作用实现的四羟基化双环[3
• Synthesis of polycarboxylic acids of adamantane series
  作者：E. A. Ivleva、V. S. Gavrilova、D. I. Gnusarev、V. A. Osyanin、Yu. N. Klimochkin

  DOI：10.1134/s1070428015020062

  日期：2015.2

  Substituted 3-carboxymethyl-1-adamantanecarboxylic acids were obtained by the reaction of Koch-Haaf from the corresponding 1-adamantylacetic acids. A number of polycarboxylic acids was synthesized, containing carboxyl and carboxymethyl groups in their structure in various combinations.
• Moiseev, I. K.; Stulin, N. V.; Yudashkin, A. V., Journal of general chemistry of the USSR, 1985, vol. 55, # 7, p. 1472 - 1473
  作者：Moiseev, I. K.、Stulin, N. V.、Yudashkin, A. V.、Klimochkin, Yu. N.

  DOI：——

  日期：——
• Change of the Load State of Mhc Molecules
  申请人：Falk Kirsten

  公开号：US20070280957A1

  公开（公告）日：2007-12-06

  The present invention relates to methods for changing the load state of MHC molecules with ligands, the change in the load state being catalysed by a compound of formulae I, IA, II, III or IV1 to IV3. The invention relates further to the use of compounds of formulae I, IA, II, III or IV1 to IV3 or to the use of MHC molecules loaded with ligands, which molecules can be prepared by a method according to the invention, for the treatment of disorders or conditions that are associated with various pathologically excessive or absent immune responses and also for triggering tumour-specific, pathogen-specific or autoreactive immune responses. The invention additionally relates to the use of such compounds for the treatment and diagnosis of cancer, infectious diseases, autoimmune diseases and for attenuating aggressive immune reactions, as well as to the preparation of a vaccine or of a pharmaceutical composition for the treatment of the mentioned disorders or conditions.
• 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)].