methyl 3-((tert-butylperoxy)carbonyl)bicyclo[1.1.1]pentane-1-carboxylate | 131515-58-7

• 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
• 英文名称: methyl 3-((tert-butylperoxy)carbonyl)bicyclo[1.1.1]pentane-1-carboxylate
• 英文别名: tert-butyl 3-(methoxycarbonyl)bicyclo<1.1.1>pentane-1-peroxycarboxylate；Methyl 3-tert-butylperoxycarbonylbicyclo[1.1.1]pentane-1-carboxylate
• CAS: 131515-58-7
• 化学式: C₁₂H₁₈O₅
• 分子量: 242.272
• InChiKey: KHTZBRAPXMVPRO-UHFFFAOYSA-N

物化性质

• 熔点：
  41.5 °C
• 沸点：
  272.6±50.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-((tert-butylperoxy)carbonyl)bicyclo[1.1.1]pentane-1-carboxylate 在 氢氧化钾 作用下， 反应 4.0h， 生成 3-(2,5-dichlorophenyl)bicyclo<1.1.1>pentane-1-carboxylic acid
  参考文献：
  名称：

  Synthesis of doubly bridgehead substituted bicyclo[1.1.1]pentanes. Radical transformations of bridgehead halides and carboxylic acids

  摘要：

  Synthetic transformations of the 1-bicyclo[1.1.1]pentyl bridgehead radicals 11 generated from the corresponding bridgehead iodides 3 and carboxylic acids 5 are described. The relatively high nucleophilicity of these radicals was utilized in reactions with carbonyl compounds. In the reaction sequence of preparation of the iodides 3 and their further transformations, [1.1.1]propellane (2) is a synthetic equivalent of the recently described bicyclo[1.1.1]penta-1,3-dienyl dianion (8).

  DOI：

  10.1021/jo00001a058
• 作为产物：
  描述：

  3-(甲氧基羰基)二环[1.1.1]戊烷-1-羧酸 在 氯化亚砜 、 甲基锂 作用下， 以 四氢呋喃 、 异辛烷 、 乙醚 为溶剂， 反应 2.5h， 生成 methyl 3-((tert-butylperoxy)carbonyl)bicyclo[1.1.1]pentane-1-carboxylate
  参考文献：
  名称：

  Synthesis of doubly bridgehead substituted bicyclo[1.1.1]pentanes. Radical transformations of bridgehead halides and carboxylic acids

  摘要：

  Synthetic transformations of the 1-bicyclo[1.1.1]pentyl bridgehead radicals 11 generated from the corresponding bridgehead iodides 3 and carboxylic acids 5 are described. The relatively high nucleophilicity of these radicals was utilized in reactions with carbonyl compounds. In the reaction sequence of preparation of the iodides 3 and their further transformations, [1.1.1]propellane (2) is a synthetic equivalent of the recently described bicyclo[1.1.1]penta-1,3-dienyl dianion (8).

  DOI：

  10.1021/jo00001a058

文献信息

• Radical fluorination powered expedient synthesis of 3-fluorobicyclo[1.1.1]pentan-1-amine
  作者：Yi Ling Goh、Vikrant A. Adsool

  DOI：10.1039/c5ob02066b

  日期：——

  This work describes an expedient synthesis of a potentially useful BCP derivative, 3-fluorobicyclo[1.1.1]pentan-1-amine, by employing a contemporary radical fluorination method.

  这项工作描述了利用现代自由基氟化方法，通过一种方便的合成，制备一种潜在有用的BCP衍生物，即3-氟双环[1.1.1]戊烷-1-胺。
• [EN] IL4I1 INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS D'IL4I1 ET PROCÉDÉS D'UTILISATION
  申请人：MERCK SHARP & DOHME LLC

  公开号：WO2022232333A1

  公开（公告）日：2022-11-03

  Described herein are compounds of Formula (I) or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, L, X and Y are as defined herein. The compounds of Formula (I) act as IL4I1 inhibitors and can be useful in preventing, treating or acting as a remedial agent for IL4I1-related diseases. Also provided herein are pharmaceutical compositions comprising the compounds of the invention, or their pharmaceutically acceptable salts, and a pharmaceutically acceptable carrier and methods of treatment with the compounds of the invention.

  以下是公式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5、L、X和Y的定义如下。公式（I）的化合物作为IL4I1抑制剂，可用于预防、治疗或作为治疗IL4I1相关疾病的治疗剂。本文还提供了包含本发明化合物或其药学上可接受的盐及药学上可接受的载体的制药组合物，以及使用本发明化合物进行治疗的方法。
• KASZYNSKI, PIOTR;MCMURDIE, NEIL D.;MICHL, JOSEF, J. ORG. CHEM., 56,(1991) N, C. 307-316
  作者：KASZYNSKI, PIOTR、MCMURDIE, NEIL D.、MICHL, JOSEF

  DOI：——

  日期：——
• Synthesis of doubly bridgehead substituted bicyclo[1.1.1]pentanes. Radical transformations of bridgehead halides and carboxylic acids
  作者：Piotr Kaszynski、Neil D. McMurdie、Josef Michl

  DOI：10.1021/jo00001a058

  日期：1991.1

  Synthetic transformations of the 1-bicyclo[1.1.1]pentyl bridgehead radicals 11 generated from the corresponding bridgehead iodides 3 and carboxylic acids 5 are described. The relatively high nucleophilicity of these radicals was utilized in reactions with carbonyl compounds. In the reaction sequence of preparation of the iodides 3 and their further transformations, [1.1.1]propellane (2) is a synthetic equivalent of the recently described bicyclo[1.1.1]penta-1,3-dienyl dianion (8).