Methyl 4-(chlorocarbonyl)bicyclo[2.2.1]heptane-1-carboxylate | 110371-20-5

• 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 4-(chlorocarbonyl)bicyclo[2.2.1]heptane-1-carboxylate
• 英文别名: Methyl 4-carbonochloridoylbicyclo[2.2.1]heptane-1-carboxylate
• CAS: 110371-20-5
• 化学式: C₁₀H₁₃ClO₃
• 分子量: 216.664
• InChiKey: VJEYDGXHXRNOJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 4-(chlorocarbonyl)bicyclo[2.2.1]heptane-1-carboxylate 在 4-二甲氨基吡啶 、 2-mercaptopyridine-1-oxide sodium salt 、 叔丁基硫醇 作用下， 以 苯 为溶剂， 生成 双环[2.2.1]庚烷-1-羧酸
  参考文献：
  名称：

  Della, Ernest W.; Tsanaktsidis, John, Australian Journal of Chemistry, 1986, vol. 39, p. 2061 - 2066

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(甲氧基羰基)双环[2.2.1]庚烷-1-甲酸 在 氯化亚砜 作用下， 生成 Methyl 4-(chlorocarbonyl)bicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  Mechanistic definition of trimethylstannylation of 1,4-dihalobicyclo[2.2.1]heptanes: bridgehead nucleophilic substitution mediated by the intermediacy of radicals, radical anions, carbanions, and [2.2.1.]propellane

  摘要：

  DOI：

  10.1021/jo00287a014

文献信息

• BIFUNCTIONAL CYTOTOXIC AGENTS
  申请人：Pfizer Inc.

  公开号：US20150209445A1

  公开（公告）日：2015-07-30

  Cytotoxic dimers comprising CBI-based and/or CPI-based sub-units, antibody drug conjugates comprising such dimers, and to methods for using the same to treat cancer and other conditions.

  细胞毒性二聚体包括基于CBI和/或CPI的亚单位，包括这种二聚体的抗体药物结合物，以及使用它们治疗癌症和其他疾病的方法。
• Bifunctional cytotoxic agents
  申请人：PFIZER INC.

  公开号：US10391182B2

  公开（公告）日：2019-08-27

  Cytotoxic dimers comprising CBI-based and/or CPI-based sub-units, antibody drug conjugates comprising such dimers, and to methods for using the same to treat cancer and other conditions.

  由基于 CBI 和/或 CPI 的亚单位组成的细胞毒性二聚体、由这种二聚体组成的抗体药物共轭物，以及使用这种二聚体治疗癌症和其他疾病的方法。
• Synthesis of bridgehead fluorides by fluorodeiodination
  作者：Ernest W. Della、Nicholas J. Head

  DOI：10.1021/jo00036a018

  日期：1992.5

  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.
• ADCOCK, WILLIAM;GANGODAWILA, HEMAKANTHI, J. ORG. CHEM., 54,(1989) N6, C. 6040-6047
  作者：ADCOCK, WILLIAM、GANGODAWILA, HEMAKANTHI

  DOI：——

  日期：——
• DELLA E. W.; TSANAKTSIDIS J., AUSTRAL. J. CHEM., 39,(1986) N 12, 2061-2066
  作者：DELLA E. W.、 TSANAKTSIDIS J.

  DOI：——

  日期：——