(1R*,2R*)-2-(2-carboxyethyl)cyclohexane-1-carboxylic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1R*,2R*)-2-(2-carboxyethyl)cyclohexane-1-carboxylic acid
• 英文别名: (+/-)-3-(cis-2-Carboxy-cyclohexyl)-propionsaeure；cis-1-<β-Carboxyethyl>-cyclohexan-2-carbonsaeure；(+/-)-3-(cis-2-carboxy-cyclohexyl)-propionic acid；(1R,2R)-2-(2-carboxyethyl)cyclohexane-1-carboxylic acid
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: OSYCDUDSGQZZMX-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R*,2R*)-2-(2-carboxyethyl)cyclohexane-1-carboxylic acid 在 氢氧化钾 、 硫酸 、 sodium ethanolate 作用下， 生成 cis-α-Hydrindanon-oxim
  参考文献：
  名称：

  Hueckel et al., Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 155,173, 175

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(2-羧基苯基)丙酸 在 盐酸 、 溶剂黄146 、 铂 作用下， 生成 (1R*,2R*)-2-(2-carboxyethyl)cyclohexane-1-carboxylic acid
  参考文献：
  名称：

  Hueckel et al., Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 155,173, 175

  摘要：

  DOI：

文献信息

• Catalytic, Asymmetric Transannular Aldolizations: Total Synthesis of (+)-Hirsutene
  作者：Carley L. Chandler、Benjamin List

  DOI：10.1021/ja8024164

  日期：2008.5.1

  We report an asymmetric, catalytic transannular aldolization that provides polycyclic products useful for natural product synthesis. We found that a proline-derivative catalyzes the transannular aldol reaction of 1,4-cyclooctanediones to the corresponding cyclic beta-hydroxy ketones in good yields and with high enantioselectivities. The utility of our reaction has been demonstrated in a total synthesis

  我们报告了一种不对称的催化跨环醛醇化反应，它提供了可用于天然产物合成的多环产物。我们发现脯氨酸衍生物以良好的产率和高对映选择性催化 1,4-环辛二酮的跨环醛醇反应生成相应的环状 β-羟基酮。我们的反应的效用已在 (+)-hirustene 的全合成中得到证明。
• Catalyst-controlled site-selective methylene C–H lactonization of dicarboxylic acids
  作者：Hau Sun Sam Chan、Ji-Min Yang、Jin-Quan Yu

  DOI：10.1126/science.abq3048

  日期：2022.6.24

  and γ-methylene carbon-hydrogen (C-H) bonds of free carboxylic acids is a long-standing challenge. Here we show that, with a pair of palladium catalysts assembled with quinoline-pyridone ligands of different chelate ring sizes, it is possible to perform highly site-selective monolactonization reactions with a wide range of dicarboxylic acids, generating structurally diverse and synthetically useful γ-

  游离羧酸的β-和γ-亚甲基碳氢（CH）键的催化剂控制的位点选择性活化是一个长期存在的挑战。在这里，我们表明，通过一对由不同螯合环尺寸的喹啉-吡啶酮配体组装的钯催化剂，可以与多种二羧酸进行高度位点选择性的单内酯化反应，产生结构多样且合成上有用的γ-和δ-内酯通过位点选择性β-或γ-亚甲基CH活化。剩余的羧基可作为进一步合成应用的多功能关键，如从丰富的二羧酸中全合成两种天然产物 myrotheciumone A 和pedicellosine 所证明的那样。
• The Development of the Surgical Treatment of Morbid Obesity
  作者：Mervyn Deitel、Scott A. Shikora

  DOI：10.1080/07315724.2002.10719237

  日期：2002.10

  Morbid obesity is defined as obesity with a body mass index greater than or equal to40, or greater than or equal to35 with secondary serious diseases. Conservative medical therapies in these individuals generally fail to sustain weight loss. Thus, surgical operations have evolved which are based on gastric restriction and/or malabsorption. Historically, the intestinal bypass operation was followed by the gastric bypass operation (in some instances combined with intestinal bypass) or by the gastric restriction operations (gastroplasty or gastric banding), Laparoscopic techniques are now being used for these operations, but require surgical expertise in both the bariatric operations and advanced laparoscopic skills. All operations may have complications, but these occur in a very small percent. Postoperative follow-up and nutritional surveillance are mandatory. The operations result in significant weight loss, and the current operations have a mean lasting weight loss of about 50 percent of excess body weight, with improvement or resolution of most obesity-associated conditions. There is evidence that even modest to moderate weight loss in these individuals has significant medical benefit.
• Simple Analogs of the Antiarthritic Steroids¹
  作者：Domenick Papa、Helen F. Ginsberg、Frank J. Villani

  DOI：10.1021/ja01646a047

  日期：1954.9
• Granger,R. et al., Bulletin de la Societe Chimique de France, 1968, p. 1445 - 1450
  作者：Granger,R. et al.

  DOI：——

  日期：——