Spiro[2.2]pentane-1-carbonyl chloride | 199783-44-3

• 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: Spiro[2.2]pentane-1-carbonyl chloride
• 英文别名: spiro[2.2]pentane-2-carbonyl chloride
• CAS: 199783-44-3
• 化学式: C₆H₇ClO
• 分子量: 130.574
• InChiKey: SBAQIVPWVCIPHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  162.8±9.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Spiro[2.2]pentane-1-carbonyl chloride 在 肼 作用下， 生成 Spiro-dicyclopropan-carbonsaeure-hydrazid
  参考文献：
  名称：

  Chemistry of cyclopropanes. I. Synthesis and deamination of spiroamines

  摘要：

  DOI：

  10.1021/jo01274a031
• 作为产物：
  描述：

  螺[2.2]戊烷-1-羧酸 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 Spiro[2.2]pentane-1-carbonyl chloride
  参考文献：
  名称：

  Stereochemistry of the Deamination of Spiropentylamine

  摘要：

  The stereochemistry of the deamination of (-)-spiropentylamine in acetic acid has been studied, and it was found that one of the major products, (-)-spiropentyl acetate, was formed with essentially complete inversion of configuration. This suggests that it is formed via an S(N)2 displacement on the spiropentyldiazonium ion. The stereochemistry was established by the conversion of(-)-spiropentanecarboxylic acid to (-)-spiropentylamine via a Curtius rearrangement that proceeds with retention of configuration. The (-) acid also was converted to spiropentyl methyl ketone with methyllithium and then to (+)-spiropentyl acetate via the Baeyer-Villiger reaction that also results in retention of configuration. The deamination of N-nitroso-N-spiropentyl urea was studied in methanol, and spiropentyl methyl ether was a major product. Similarly, the reaction in water led to spiropentanol. The latter reactions also lead to 2-methoxymethyl- or 2-hydroxymethyl-1,3-butadiene, respectively, corresponding to the alternative mode of reaction via a cyclopropyl cation-allyl cation rearrangement.

  DOI：

  10.1021/jo990654u

文献信息

• 作为TYK2/JAK1假激酶结构域(JH2)抑制剂的化合物及合成和使用方法
  申请人：浙江文达医药科技有限公司

  公开号：CN115724830A

  公开（公告）日：2023-03-03

  本发明提供了作为TYK2/JAK1假激酶结构域(JH2)抑制剂的化合物及合成和使用方法。具体地，提供了一种化合物或其药学上可接受的盐，所示化合物如式A所示，各基团如本文中定义。
• Synthesis of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles via the cyclopropyliminium rearrangement of substituted 2-cyclopropylbenzimidazoles
  作者：Rinat F. Salikov、Dmitry N. Platonov、Aleksandr E. Frumkin、Dmitry L. Lipilin、Yury V. Tomilov

  DOI：10.1016/j.tet.2013.02.021

  日期：2013.4

  2-Cyclopropylbenzimidazole derivatives with various substituents in the small ring undergo cyclopropyliminium rearrangement into 2,3-dihydropyrrolobenzimidazoles substituted at positions 1, 2 or 3. The substrates containing a functional group in position 1 of the cyclopropane ring form products substituted at position 3. Substituents at position 2 in most cases lead to the formation of a mixture of isomers. The reaction can be directed to yield one of the isomers predominantly by varying the solvent polarity. (C) 2013 Elsevier Ltd. All rights reserved.