甲基双环[1.1.1]戊烷-1-羧酸酯 | 106813-54-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物的盐
• 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: 甲基双环[1.1.1]戊烷-1-羧酸酯
• 中文别名: 3-羟基-4-[[1-(磺酸根甲基)-2-萘基]偶氮]-2-萘酸锶；1-双环[1,1,1]戊胺羧酸,甲酯(9CI)
• 英文名称: metyhyl bicyclo<1.1.1>pentane-1-carboxylate
• 英文别名: methyl bicyclo<1.1.1>pentane-1-carboxylate；methyl <1>staffane-3-carboxylate；Bicyclo <1.1.1> pentan-1-carbonsaeuremethylester；Bicyclo [1.1.1] pentan-1-carbonsaeuremethylester；Methyl bicyclo[1.1.1]pentane-1-carboxylate
• CAS: 106813-54-1
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: JLFOFQQASSASLV-UHFFFAOYSA-N

物化性质

• 沸点：
  152.3±8.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 包装等级：
  III
• 危险类别：
  3
• 危险性防范说明：
  P210,P233,P241,P242,P243,P261,P280,P303+P361+P353,P305+P351+P338
• 危险品运输编号：
  1993
• 危险性描述：
  H225,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  甲基双环[1.1.1]戊烷-1-羧酸酯 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 [二环[1.1.1]戊烷-1-羧酸]
  参考文献：
  名称：

  迈向分子大小的修补玩具建筑套装。从 [1.1.1]propellane 制备末端官能化的 [n]staffane

  摘要：

  描述了一种在一端或两端官能化的 [n]staffanes（[1.1.1]propellane 的低聚物 n=1-5）的简便但低场合成，并总结了它们的性质。取代基为-COOCH 3 、-nC 4 H 9 、-C 6 H 5 、-Br、-I 和-SCOCH 3 ，并证明了它们向其他取代基如-COOH、-COCH 3 和-SH 的转化。建议这些棒状分子将有助于开发类似于儿童玩具建筑套装的分子大小的土木工程建筑套装

  DOI：

  10.1021/ja00028a029
• 作为产物：
  描述：

  3-(甲氧基羰基)二环[1.1.1]戊烷-1-羧酸 在 二氟代氙 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到甲基双环[1.1.1]戊烷-1-羧酸酯
  参考文献：
  名称：

  Synthesis of bridgehead fluorides by fluorodeiodination

  摘要：

  Fluorodeiodination is found to be an attractive procedure for the synthesis of bridgehead fluorides. Thus, treatment of the corresponding iodide with xenon difluoride in dichloromethane at ambient temperature generally leads to high yields of the fluoride. Evidence suggests the intermediacy of the bridgehead cation in this reaction, and accordingly the substrates which are unfavorably disposed to fluorodeiodination are the bicyclo[n.1.1]alkyl iodides. In this context the isolation of a small quantity of methyl 4-fluorobicyclo[2.1.1]hexane-1-carboxylate (46, R = COOMe) is significant because it represents the first occasion on which the elusive 1-bicyclo[2.1.1]hexyl cation has been trapped. We have also demonstrated that synthesis of the iodides themselves can be accomplished efficiently both by Barton halodecarboxylation and by treatment of the carboxylic acid with lead tetraacetate and iodine.

  DOI：

  10.1021/jo00036a018

文献信息

• Reactions of [1.1.1]propellane
  作者：Kenneth B. Wiberg、Sherman T. Waddell

  DOI：10.1021/ja00162a022

  日期：1990.3

  The free radical addition reactions of [1.1.1] propellane (1) are described in some detail and allowed the preparation of a wide variety of 1,3-disubstituted bicyclo [1.1.1.] pentanes. The reaction of 1 with free radicals was more rapid than that of bicyclo [1.1.0] butane (2), whereas bicyclo [2.1.0] pentane (3) was relatively inert

  [1.1.1] 推进烷 (1) 的自由基加成反应进行了一些详细的描述，并允许制备各种 1,3-二取代双环 [1.1.1.] 戊烷。1 与自由基的反应比双环 [1.1.0] 丁烷 (2) 更快，而双环 [2.1.0] 戊烷 (3) 相对惰性
• [EN] BICYCLIC COMPOUNDS AS KINASE MODULATORS, METHODS AND USES THEREOF<br/>[FR] COMPOSÉS BICYCLIQUES UTILISÉS EN TANT QUE MODULATEURS DE KINASE, PROCÉDÉS ET UTILISATIONS DE CEUX-CI
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2020027723A1

  公开（公告）日：2020-02-06

  The present disclosure relates to derivatives of bicyclic compounds and their uses in therapy. In particular, the present disclosure relates to derivatives of bicyclic compounds for use in modulating kinase enzymatic activity and accordingly modulating kinase-dependent diseases and conditions such as cancer and in specific embodiments, hepatocellular carcinoma (HCC). The present disclosure also relates to methods of synthesizing these compounds.

  本公开涉及双环化合物的衍生物及其在治疗中的用途。具体来说，本公开涉及双环化合物的衍生物，用于调节激酶酶活性，从而调节激酶依赖性疾病和情况，如癌症，特别是肝细胞癌（HCC）。本公开还涉及合成这些化合物的方法。
• [EN] METHOD OF PREPARING SUBSTITUTED BICYCLO[1 1 1]PENTANES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE BICYCLO[1.1.1]PENTANES SUBSTITUÉS
  申请人：SPIROCHEM AG

  公开号：WO2017157932A1

  公开（公告）日：2017-09-21

  The invention relates to a new and efficient process for the preparation of a class of molecules, namely bicyclo[1.1.1]pentanes and derivatives thereof by reaction of [1.1.1]propellane with a variety of reagents under irradiation and/or in the presence of radical initiators to obtain bicyclo[1.1.1]pentanes asymmetrically substituted at position 1 and 3, which are useful as intermediates for the preparation of asymmetrically 1,3-disubstituted bicyclo[1.1.1]pentane derivatives and various physiologically active substances or materials containing these structures.

  该发明涉及一种新的高效制备分子类的方法，即通过将[1.1.1]丙烷与多种试剂在辐射和/或自由基引发剂存在下反应，制备在1和3位置不对称取代的双环[1.1.1]戊烷及其衍生物的过程。这些双环[1.1.1]戊烷可作为不对称1,3-二取代双环[1.1.1]戊烷衍生物和含有这些结构的各种生理活性物质或材料的中间体。
• BICYCLIC COMPOUNDS
  申请人：KALYRA PHARMACEUTICALS, INC.

  公开号：US20160075654A1

  公开（公告）日：2016-03-17

  Disclosed herein are compounds of Formulae (I) and (II), methods of synthesizing compounds of Formulae (I) and (II), and methods of using compounds of Formulae (I) and (II) as an analgesic.

  本文披露了式（I）和（II）的化合物，合成式（I）和（II）化合物的方法，以及将式（I）和（II）化合物用作止痛剂的方法。
• Method of preparing substituted bicyclo[1.1.1] pentanes
  申请人：SPIROCHEM AG

  公开号：US10513483B2

  公开（公告）日：2019-12-24

  A process for the preparation of a class of molecules, namely bicyclo[1.1.1]pentanes and derivatives thereof by reaction of [1.1.1]propellane with a variety of reagents under irradiation and/or in the presence of radical initiators to obtain bicyclo[1.1.1]pentanes asymmetrically substituted at position 1 and 3, which are useful as intermediates for the preparation of asymmetrically 1,3-disubstituted bicyclo[1.1.1]pentane derivatives and various physiologically active substances or materials containing these structures.

  一种制备双环[1.1.1]戊烷及其衍生物的工艺，在辐照下和/或在自由基引发剂存在下，[1.1.1]丙烷与多种试剂反应，得到在位置 1 和位置 3 被不对称取代的双环[1.1.1]戊烷。1]pentanes asymmetryally substituted at position 1 and 3, which are useful as intermediates for the preparation of asymmetryically 1,3-disubstituted bicyclo[1.1.1]pentane derivatives and various physiologically active substances or materials containing these structures.

表征谱图