Tert-butyl 4-(2,2-dioxooxathiolan-3-yl)-4-oxobut-2-ynoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫杂环戊烷
• 英文名称: Tert-butyl 4-(2,2-dioxooxathiolan-3-yl)-4-oxobut-2-ynoate
• 英文别名: tert-butyl 4-(2,2-dioxooxathiolan-3-yl)-4-oxobut-2-ynoate
• 化学式: C₁₁H₁₄O₆S
• 分子量: 274.29
• InChiKey: ZXRSIDGNCJZVBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

文献信息

• [EN] NEW NUCLEOPHILE-REACTIVE SULFONATED COMPOUNDS FOR THE (RADIO)LABELLING OF (BIO)MOLECULES; PRECURSORS AND CONJUGATES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS SULFONÉS RÉACTIFS AVEC DES NUCLÉOPHILES POUR LE (RADIO)MARQUAGE DE (BIO)MOLÉCULES ; PRÉCURSEURS ET CONJUGUÉS CORRESPONDANTS
  申请人：ADVANCED ACCELERATOR APPLIC

  公开号：WO2014079979A1

  公开（公告）日：2014-05-30

  The invention relates to nucleophile-reactive sulfonated compounds used as precursors to (radio)labelled (bio)molecules suitable mainly for medical applications. The aim of the invention is to provide novel prosthetic compounds or groups, the synthesis of which is straightforward, easy and automatable, enabling access to economical and effective, (radio)labelled, complex and fragile - especially water-soluble and more especially amine-containing- (bio)molecules. The aim is achieved by the invention, which involves precursors and compounds of respective formulae (Ip), (I). Said nucleophile-reactive sulfonated compounds are produced by pre-introduction of a nucleophilic compound R*, e.g. Fluorine- 18, through an unusal nucleophile-induced ring-opening reaction of the sultone (e.g. 1,3-propanesultone) moiety of the precursor. The invention also relates to the methods for producing the abovementioned precursors and compounds, as well as for the conjugation of these compounds with (bio)molecules, and to the drugs obtained through this method.

  本发明涉及亲核反应性磺酸化合物，用作（放射性）标记的（生物）分子的前体物，主要适用于医学应用。本发明的目的是提供新型的假体化合物或基团，其合成简单、易于自动化，能够经济有效地获得（放射性）标记的、复杂和脆弱的（生物）分子，尤其是水溶性和胺基含量高的（生物）分子。本发明通过引入亲核化合物R*（例如氟-18）预先引入到前体物的磺酸酯环（例如1,3-丙烷磺酸酯）中，通过不寻常的亲核诱导的环开启反应来制备所述亲核反应性磺酸化合物。本发明还涉及制备上述前体物和化合物的方法，以及将这些化合物与（生物）分子结合的方法，以及通过该方法获得的药物。
• NEW NUCLEOPHILE-REACTIVE SULFONATED COMPOUNDS FOR THE (RADIO)LABELLING OF (BIO) MOLECULES; PRECURSORS AND CONJUGATES THEREOF
  申请人：ADVANCED ACCELERATOR APPLICATIONS

  公开号：US20150284326A1

  公开（公告）日：2015-10-08

  Nucleophile-reactive sulfonated compounds used as precursors to (radio)labelled (bio)molecules are produced by pre-introduction of a nucleophilic compound R* through an unusual nucleophile-induced ring-opening reaction of the sultone moiety of the precursor. The precursors and compounds conform to respective formulae (Ip) and (I): Also disclosed are methods for producing these precursors and compounds, as well as for conjugation of these compounds with (bio)molecules, and to the drugs obtained by this method.

  使用亲核试剂反应的磺化化合物作为（放射性）标记的（生物）分子的前体，通过预先引入亲核试剂R*，通过前体的磺酸酯部分的非常规亲核试剂诱导的环开启反应制备。前体和化合物符合各自的公式（Ip）和（I）。还公开了制备这些前体和化合物的方法，以及将这些化合物与（生物）分子结合的方法，以及通过该方法获得的药物。
• Nucleophile-reactive sulfonated compounds for the (radio)labelling of (bio)molecules; precursors and conjugates thereof
  申请人：Advanced Accelerator Applications SA

  公开号：US10196421B2

  公开（公告）日：2019-02-05

  Nucleophile-reactive sulfonated compounds used as precursors to (radio)labelled (bio)molecules are produced by pre-introduction of a nucleophilic compound R* through an unusual nucleophile-induced ring-opening reaction of the sultone moiety of the precursor. The precursors and compounds conform to respective formulae (Ip) and (I): Also disclosed are methods for producing these precursors and compounds, as well as for conjugation of these compounds with (bio)molecules, and to the drugs obtained by this method.

  作为（放射性）标记（生物）分子前体的亲核反应性磺化化合物，是通过不寻常的亲核剂诱导的前体的磺酮分子的开环反应，预先引入亲核化合物 R* 而制得的。前体和化合物分别符合式 (Ip) 和 (I)： 还公开了生产这些前体和化合物的方法，以及将这些化合物与（生物）分子共轭的方法，以及通过这种方法获得的药物。
• NEW NUCLEOPHILE-REACTIVE SULFONATED COMPOUNDS FOR THE (RADIO)LABELLING OF (BIO)MOLECULES; PRECURSORS AND CONJUGATES THEREOF
  申请人：Advanced Accelerator Applications

  公开号：EP2922836B1

  公开（公告）日：2019-07-10
• NUCLEOPHILE-REACTIVE SULFONATED COMPOUNDS FOR THE (RADIO)LABELLING OF (BIO)MOLECULES; PRECURSORS AND CONJUGATES THEREOF
  申请人：Advanced Accelerator Applications SA

  公开号：US20170158731A1

  公开（公告）日：2017-06-08

  Nucleophile-reactive sulfonated compounds used as precursors to (radio)labelled (bio)molecules are produced by pre-introduction of a nucleophilic compound R* through an unusual nucleophile-induced ring-opening reaction of the sultone moiety of the precursor. The precursors and compounds conform to respective formulae (Ip) and (I): Also disclosed are methods for producing these precursors and compounds, as well as for conjugation of these compounds with (bio)molecules, and to the drugs obtained by this method.