1-tosyloxy-4-methylpentan-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-tosyloxy-4-methylpentan-2-one
• 英文别名: (4-Methyl-2-oxopentyl) 4-methylbenzenesulfonate；(4-methyl-2-oxopentyl) 4-methylbenzenesulfonate
• 化学式: C₁₃H₁₈O₄S
• 分子量: 270.35
• InChiKey: XIACAJJUZDOLGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl methyl(tosyloxy)carbamate 在 甲烷磺酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1-tosyloxy-4-methylpentan-2-one
  参考文献：
  名称：

  Direct α-Oxytosylation of Carbonyl Compounds:  One-Pot Synthesis of Heterocycles

  摘要：

  N-Methyl-O-tosylhydroxylamine is an effective reagent for the direct alpha-oxytosylation of carbonyl compounds. The reactions proceed smoothly at room temperature in the presence of both moisture and air and functional group tolerance in the substrate is good. With nonsymmetrical substrates regioselectivity for primary over secondary centers is observed and complete regiospecificity for primary over tertiary centers is obtained. Addition of a bis-heteronucleophile directly to the crude reaction mixture in a one-pot process leads to the corresponding heterocyclic product.

  DOI：

  10.1021/ol701774y

文献信息

• DISULFUR BRIDGE LINKERS FOR CONJUGATION OF A CELL-BINDING MOLECULE
  申请人：Zhao Dr. Robert Yongxin

  公开号：US20150314017A1

  公开（公告）日：2015-11-05

  The present invention relates to novel disulfur bridge linkers containing hydrazine used for the specific conjugation of compounds/cytotoxic agents to a cell-binding molecule, through bridge linking a pair of thiols on the cell-binding molecule. The invention also relates to methods of making such linkers, and of using such linkers in making homogeneous conjugates, as well as of application of the conjugates in treatment of cancers, infections and autoimmune disorders.

  本发明涉及一种新型含有肼的二硫桥链连接剂，用于将化合物/细胞毒性药剂与细胞结合分子特异结合，通过连接细胞结合分子上的一对巯基。该发明还涉及制备这种连接剂的方法，以及在制备均一共轭物中使用这种连接剂的方法，以及将这些共轭物应用于治疗癌症、感染和自身免疫性疾病的方法。
• ACETYLENEDICARBOXYL LINKERS AND THEIR USES IN SPECIFIC CONJUGATION OF A CELL-BINDING MOLECULE
  申请人：Zhao Dr. Robert Yongxin

  公开号：US20150322155A1

  公开（公告）日：2015-11-12

  The present invention relates to novel acetylenedicarboxyl linkers used for the specific conjugation of compounds/cytotoxic agents to a cell-binding molecule, through bridge linking pairs of thiols on the cell-binding molecule. The invention also relates to methods of making such linkers, and of using such linkers in making homogeneous conjugates, as well as of application of the conjugates in treatment of cancers, infections and autoimmune disorders.

  本发明涉及用于将化合物/细胞毒性药剂与细胞结合分子特异结合的新型乙炔二羧酸酯连接剂，通过在细胞结合分子上连接硫醇成对的桥链。该发明还涉及制备此类连接剂的方法，以及在制备均一共轭物中使用此类连接剂的方法，以及在治疗癌症、感染和自身免疫性紊乱中应用这些共轭物的方法。
• Direct α-Oxytosylation of Carbonyl Compounds:  One-Pot Synthesis of Heterocycles
  作者：Oliver R. S. John、Niall M. Killeen、Deborah A. Knowles、Sze Chak Yau、Mark C. Bagley、Nicholas C. O. Tomkinson

  DOI：10.1021/ol701774y

  日期：2007.9.1

  N-Methyl-O-tosylhydroxylamine is an effective reagent for the direct alpha-oxytosylation of carbonyl compounds. The reactions proceed smoothly at room temperature in the presence of both moisture and air and functional group tolerance in the substrate is good. With nonsymmetrical substrates regioselectivity for primary over secondary centers is observed and complete regiospecificity for primary over tertiary centers is obtained. Addition of a bis-heteronucleophile directly to the crude reaction mixture in a one-pot process leads to the corresponding heterocyclic product.