(+)-isocampholenic acid | 104672-38-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (+)-isocampholenic acid
• 英文别名: 2-[(1R)-2,2-dimethyl-3-methylidenecyclopentyl]acetic acid
• CAS: 104672-38-0
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: FQEKGLSKJICRKZ-MRVPVSSYSA-N

物化性质

• 沸点：
  263.7±9.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-isocampholenic acid 在 sodium hydroxide 、 potassium permanganate 作用下， 生成 (1R,3Ξ)-(3-carboxy-3-hydroxy-2,2-dimethyl-cyclopentyl)-acetic acid
  参考文献：
  名称：

  Space shuttle observations of terrestrial impact structures using SIR-C and X-SAR radars

  摘要：

  Abstract— Ten terrestrial impact structures were imaged during two flights of the 1994 space radar laboratory (SRL) experiment. These craters include Wolf Creek, Australia; Roter Kamm, Namibia; Zhamanshin, Kazakhstan; BP and Oasis, Libya; Aorounga, Chad; Amguid, Algeria; and Spider, Connolly Basin and Henbury, Australia. SRL contained two co‐registered instruments; the United States shuttle imaging radar‐C (SIR‐C) polarimetric radar system operating in L‐band (λ = 24 cm) and C‐band (λ = 5.6 cm), and the joint German/Italian synthetic aperture radar (X‐SAR) operating in vertically‐polarized X‐band (λ = 3 cm).Comparisons show SRL images to be complementary to, or in some cases superior to, corresponding optical images for evaluating size, location, and relative age of impact features. Regardless of wavelength or polarization, craters with significant relief appear prominently on radar as a result of slope and roughness effects. In desert regions, longer wavelengths penetrate dry sand mantles to reveal hidden crater dimensions or associated buried landforms. Radar polarities and wavelengths are particularly sensitive to vegetation, surface roughness, and soil moisture or electrical properties. In the more temperate environments of Kazakhstan and Australia, SRL images show detailed stream patterns that reveal the location and structure of otherwise obscured impact features.

  DOI：

  10.1111/j.1945-5100.2002.tb00824.x
• 作为产物：
  描述：

  D(+)-10-樟脑磺酸 在 potassium hydroxide 、 m-chloroperoxybenzoic acid 、 碳酸氢钠 作用下， 以 水 、 二氯甲烷 为溶剂， 反应 0.1h， 以233 mg的产率得到(+)-isocampholenic acid
  参考文献：
  名称：

  环戊-3-烯基-甲胺分子内氮丙啶化为1-氮杂三环[2.2.1.02,6]庚烷与四乙酸铅的范围和机理

  摘要：

  在 C2、C3、C4 或 C(α) 位置带有一个、两个或三个甲基取代基的一系列七个环戊-3-烯-1-基甲胺，包括未取代的母体，通过闭环复分解获得α,α-二烯丙基乙腈（或甲代烯丙基变体）和 α,α-二烯丙基丙酮，然后进行氢化物还原或还原胺化，或通过 α,α-二甲基-和 2,2,3-三甲基环戊-3-烯基乙酸的 Curtius 降解。在存在 K(2)CO(3) 的情况下，在 CH(2)Cl(2)、CHCl(3) 或苯中用 Pb(OAc)(4) 氧化伯胺可实现有效的分子内氮丙啶化，在所有情况下，除了α-甲基类似物 (16)，形成相应的 1-氮杂三环 [2.2.1.0(2,6)] 庚烷，包括新型单萜类似物、1-氮杂三环烯和 2-氮杂三环烯对映体。与未取代的母体胺的速率 (1:17.5) 相比，由于环戊烯双键上存在一个或两个甲基，在 CDCl(3) 中通过 (1) H NMR 光谱观察到的氮丙啶化反应

  DOI：

  10.1021/ja9044136

文献信息

• Tryptophan-derived butyrylcholinesterase inhibitors as promising leads against Alzheimer's disease
  作者：Anže Meden、Damijan Knez、Marko Jukič、Xavier Brazzolotto、Marija Gršič、Anja Pišlar、Abida Zahirović、Janko Kos、Florian Nachon、Jurij Svete、Stanislav Gobec、Uroš Grošelj

  DOI：10.1039/c9cc01330j

  日期：——

  Tryptophan-derived selective nanomolar butyrylcholinesterase inhibitors with great potential for symptomatic therapy against Alzheimer's disease are disclosed.

  色氮氨酸衍生的选择性纳摩尔丁酰胆碱酯酶抑制剂揭示了对抗阿尔茨海默病症状治疗具有巨大潜力。
• Synthesis and preliminary biological evaluations of (+)-isocampholenic acid-derived amides
  作者：Uroš Grošelj、Amalija Golobič、Damijan Knez、Martina Hrast、Stanislav Gobec、Sebastijan Ričko、Jurij Svete

  DOI：10.1007/s11030-016-9668-9

  日期：2016.8

  The synthesis of two novel (+)-isocampholenic acid-derived amines has been realized starting from commercially available (1S)-(+)-10-camphorsulfonic acid. The novel amines as well as (+)-isocampholenic acid have been used as building blocks in the construction of a library of amides using various aliphatic, aromatic, and amino acid-derived coupling partners using BPC and CDI as activating agents. Amide

  从市售的（1 S）-（+）-10-樟脑磺酸开始，已经实现了两种新颖的（+）-异马来酸衍生的胺的合成。在使用各种脂肪族，芳香族和氨基酸衍生的偶联伙伴（使用BPC和CDI作为活化剂）构建酰胺库的过程中，已将新型胺以及（+）-异马来酸用作结构单元。已对酰胺衍生物进行了针对几种酶的分析，这些酶具有开发新药来对抗细菌感染和阿尔茨海默氏病的潜力。化合物20c和20e显示出对人类丁酰胆碱酯酶\（（h \ hbox BChE}）\）  （\（\ hbox IC} _ 50} \）的选择性亚微摩尔抑制作用值分别为\（0.80 \，\ pm 0.05 \）和\（0.25 \，\ pm 0.02 \，\ upmu} \ hbox M} \）。
• Hutchinson, J. H.; Money, T.; Piper, S. E., Canadian Journal of Chemistry, 1986, vol. 64, p. 854 - 860
  作者：Hutchinson, J. H.、Money, T.、Piper, S. E.

  DOI：——

  日期：——
• Synthesis of CD-ring modified 1α,25-dihydroxy vitamin D analogues: Five-membered D-ring analogues
  作者：Wu Yong、Shi Ling、C. D'Halleweyn、D. Van Haver、P. De Clercq、M. Vandewalle、R. Bouillon、A. Verstuyf

  DOI：10.1016/s0960-894x(97)00137-6

  日期：1997.1

  Vitamin D analogues characterized by the absence of a C-ring (D-ring analogues) are described. (C) 1997 Published by Elsevier Science Ltd.
• Space shuttle observations of terrestrial impact structures using SIR-C and X-SAR radars
  作者：John F. Mchone、Ronald Greeley、Kevin K. Williams、Dan G. Blumberg、Ruslan O. Kuzmin

  DOI：10.1111/j.1945-5100.2002.tb00824.x

  日期：2002.3

  Abstract— Ten terrestrial impact structures were imaged during two flights of the 1994 space radar laboratory (SRL) experiment. These craters include Wolf Creek, Australia; Roter Kamm, Namibia; Zhamanshin, Kazakhstan; BP and Oasis, Libya; Aorounga, Chad; Amguid, Algeria; and Spider, Connolly Basin and Henbury, Australia. SRL contained two co‐registered instruments; the United States shuttle imaging radar‐C (SIR‐C) polarimetric radar system operating in L‐band (λ = 24 cm) and C‐band (λ = 5.6 cm), and the joint German/Italian synthetic aperture radar (X‐SAR) operating in vertically‐polarized X‐band (λ = 3 cm).Comparisons show SRL images to be complementary to, or in some cases superior to, corresponding optical images for evaluating size, location, and relative age of impact features. Regardless of wavelength or polarization, craters with significant relief appear prominently on radar as a result of slope and roughness effects. In desert regions, longer wavelengths penetrate dry sand mantles to reveal hidden crater dimensions or associated buried landforms. Radar polarities and wavelengths are particularly sensitive to vegetation, surface roughness, and soil moisture or electrical properties. In the more temperate environments of Kazakhstan and Australia, SRL images show detailed stream patterns that reveal the location and structure of otherwise obscured impact features.