双环[2.2.1]庚烷-1-羧酸甲酯 | 2287-57-2

• 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
• 中文名称: 双环[2.2.1]庚烷-1-羧酸甲酯
• 英文名称: methyl bicyclo<2.2.1>heptane-1-carboxylate
• 英文别名: 1-norbonyl methyl carboxylate；1-Methoxycarbonyl-norbornan；1-Norbornan-carbonsaeuremethylester；Norbornan-carbonsaeure-(1)-methylester；bicyclo(2.2.1)heptane-1-carboxylic acid methyl ester；norbornane-1-carboxylic acid methyl ester；Norbornan-1-carbonsaeure-methylester；Methyl bicyclo(2.2.1)heptane-1-carboxylate；methyl bicyclo[2.2.1]heptane-1-carboxylate
• CAS: 2287-57-2
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: ICBCULSDMSBNNZ-UHFFFAOYSA-N

物化性质

• 保留指数：
  1120

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916209090

反应信息

• 作为反应物：
  描述：

  双环[2.2.1]庚烷-1-羧酸甲酯 在 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成 1-(羟甲基)双环(2.2.1)庚烷
  参考文献：
  名称：

  Bicyclo[3.2.2]non-1-ene: matrix isolation and spectroscopic characterization of a moderately strained bridgehead olefin

  摘要：

  Bicyclo[3.2.2]non-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclo[2.2.2]oct-1-yldiazomethane and its photorearrangement product, 3-(bicyclo[2.2.2]oct-1-yl)diazirine. It was characterized by IR and UV absorption and by H-1 and C-13 NMR spectroscopy. Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon. Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.

  DOI：

  10.1021/jo00066a018
• 作为产物：
  描述：

  exo-2-bromobicyclo(2.2.1)heptane-1-carboxylic acid chloride 在 sodium tetrahydroborate 、 三甲基氯化锡 作用下， 反应 4.25h， 生成 双环[2.2.1]庚烷-1-羧酸甲酯
  参考文献：
  名称：

  Bicyclo[3.2.2]non-1-ene: matrix isolation and spectroscopic characterization of a moderately strained bridgehead olefin

  摘要：

  Bicyclo[3.2.2]non-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclo[2.2.2]oct-1-yldiazomethane and its photorearrangement product, 3-(bicyclo[2.2.2]oct-1-yl)diazirine. It was characterized by IR and UV absorption and by H-1 and C-13 NMR spectroscopy. Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon. Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.

  DOI：

  10.1021/jo00066a018

文献信息

• Etude du caractere nucleophile des radicaux lors de la reaction de transfert sur la liaison O-O des peracides
  作者：Jacques Fossey、Daniel Lefort

  DOI：10.1016/0040-4020(80)80056-1

  日期：1980.1

  Peracids RC03H yield free radicals R' which react either with the peracid or with solvent giving the alcohol ROH and the hydrocarbon RH. The nucleophilic character of the free radicals was modified either by substitution of the carbon bearing the odd electron by inductive groups or by changing the free radical hybridation by the means of blocked structures such as cyclic or bicyclic free radicals.

  过酸RC0 3H产生自由基R'，其与过酸或与溶剂反应，得到醇ROH和烃RH。自由基的亲核特性可以通过用感应基团取代带有奇数电子的碳或通过使用环状或双环自由基等封闭结构来改变自由基杂化来进行修饰。对于每个R，比率ROH / RH的测量建立了具有过酸OO键的R的反应性规模。这种反应性不依赖于自由基的稳定性，而是强烈依赖于亲核特性。一级自由基的反应性比二级自由基的要低，并且与叔级自由基的反应性要低得多。作为双环[2.2.1]庚基-1的桥头自由基不与过酸反应。这些结果被解释为表明带有电荷转移的过渡态（极性效应），过酸是亲电子的，自由基是亲核的。讨论了PMO理论。
• METHOD FOR PRODUCING ESTER COMPOUND
  申请人：Kawakami Hiroyuki

  公开号：US20120123146A1

  公开（公告）日：2012-05-17

  Disclosed is an effective method for producing an ester compound at a reaction temperature lower than that of conventional methods, and with a high yield, even when inexpensive formic acid ester is used as a starting material. A method for producing an ester compound, the method comprising the step of reacting an organic compound having at least one unsaturated carbon bond in the molecule, and a formic acid ester in the presence of a catalyst system containing: a ruthenium compound; a cobalt compound; and a halide salt.

  揭示了一种有效的生产酯化合物的方法，该方法在比传统方法更低的反应温度下，甚至在使用廉价的甲酸酯作为起始物质时也能高产率地进行。一种生产酯化合物的方法，该方法包括以下步骤：在有机化合物中至少含有一个不饱和碳键的分子，和一种甲酸酯在催化剂体系的存在下进行反应，所述催化剂体系包含：钌化合物；钴化合物；和一种卤化盐。
• Method for producing ester compound by reacting an unsaturated organic compound and a formic acid ester in the presence of a catalyst system containing a ruthenium compound, a cobalt compound and a halide salt
  申请人：Kawakami Hiroyuki

  公开号：US09295981B2

  公开（公告）日：2016-03-29

  Disclosed is an effective method for producing an ester compound at a reaction temperature lower than that of conventional methods, and with a high yield, even when inexpensive formic acid ester is used as a starting material. A method for producing an ester compound, the method comprising the step of reacting an organic compound having at least one unsaturated carbon bond in the molecule, and a formic acid ester in the presence of a catalyst system containing: a ruthenium compound; a cobalt compound; and a halide salt.

  公开了一种有效的方法，用于在低于传统方法的反应温度下，使用廉价的甲酸酯作为起始材料，高产率地生产酯化合物。一种酯化合物的制备方法，该方法包括以下步骤：在催化剂体系的存在下，将分子中至少有一个不饱和碳键的有机化合物与甲酸酯反应，所述催化剂体系包含：一种钌化合物；一种钴化合物；和一种卤化物盐。
• [EN] CDK INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE CDK ET LEURS PROCÉDÉS D'UTILISATION
  申请人：RELAY THERAPEUTICS INC

  公开号：WO2022174031A1

  公开（公告）日：2022-08-18

  The present disclosure relates to novel compounds and pharmaceutical compositions thereof, and methods for inhibiting the activity of CDK enzymes with the compounds and compositions of the disclosure. The present disclosure further relates to, but is not limited to, methods for treating disorders associated with CDK signaling with the compounds and compositions of the disclosure.

  本文涉及新型化合物及其制药组合物，以及使用本文所述的化合物和组合物抑制CDK酶活性的方法。本文还涉及但不限于使用本文所述的化合物和组合物治疗与CDK信号相关的疾病的方法。
• Decomposition of Tertiary Alkyl Hypochlorites¹
  作者：Frederick D. Greene、Maxine L. Savitz、Frederick D. Osterholtz、Hans H. Lau、William N. Smith、Paul M. Zanet

  DOI：10.1021/jo01036a011

  日期：1963.1