4-(3-t-Butoxycarbonylaminoprop-1-ynyl)benzoic acid | 281233-84-9

• 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: 4-(3-t-Butoxycarbonylaminoprop-1-ynyl)benzoic acid
• 英文别名: 4-(3-{[(Tert-butoxy)carbonyl]amino}prop-1-yn-1-yl)benzoic acid；4-[3-[(2-methylpropan-2-yl)oxycarbonylamino]prop-1-ynyl]benzoic acid
• CAS: 281233-84-9
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: KLEOGMIQXXYFJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-t-Butoxycarbonylaminoprop-1-ynyl)benzoic acid 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醚 、 水 、 乙酸乙酯 为溶剂， 生成 4-(3-allyloxycarbonylaminoprop-1-ynyl)benzoic acid
  参考文献：
  名称：

  Amino propynyl benzoic acid building block in rigid spacers of divalent ligands binding to the syk SH2 domains with equally high affinity as the natural ligand

  摘要：

  The construction of rigid spacers composed of amino propynyl benzoic acid building blocks is described. These spacers were used to link two phosphopeptide ligand sites towards obtaining divalent ligands with a high affinity for Syk tandem SH2 domains, which are important in signal transduction. The spacer containing two of those rigid building blocks led to a ligand which was as active as the natural ligand, indicating that this building block can be used in the design and synthesis of high affinity divalent constructs that can successfully interfere with crucial protein-protein interactions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00117-3
• 作为产物：
  描述：

  N-Boc-氨基丙炔 在 D-葡萄糖 、 [(di(1-adamantyl)butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate 、 三乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 4-(3-t-Butoxycarbonylaminoprop-1-ynyl)benzoic acid
  参考文献：
  名称：

  胶束介质中强固Sonogashira反应的通用协议

  摘要：

  为在胶束水相反应条件下以高周转率实现可持续的无铜Sonogashira交叉偶联，开发了一种可靠且通用的方案。通过使用市售的催化剂CataCXium A Pd G3和THF作为助溶剂，各种炔烃底物可以与多种芳基卤化物有效地交叉偶联，从而提高了收率并降低了催化剂的负载量。对反应参数进行了优化，以使该过程操作简单，可靠且可扩展。该方法可通过胶束水溶液反应条件获得二卤代底物的烷基化芳烃，杂环化合物和单官能化产物，并具有提高的选择性。

  DOI：

  10.1002/hlca.201900024

文献信息

• Substituted (aminoiminomethyl or aminomethyl) benzoheteroaryl compounds
  申请人：Aventis Pharmaceuticals Inc.

  公开号：US06541505B1

  公开（公告）日：2003-04-01

  This invention is directed to an (aminoiminomethyl or aminomethyl)benzoheteroaryl compound of formula I which is useful for inhibiting the activity of Factor Xa by combining said compound with a composition containing Factor Xa. The present invention is also directed to compositions containing compounds of the formula I, methods for their preparation, their use, such as in inhibiting the formation of thrombin or for treating a patient suffering from, or subject to, a disease state associated with a physiologically detrimental excess amount of thrombin.

  这项发明涉及一种化合物，其化学式为I，该化合物是(aminoiminomethyl或aminomethyl)benzoheteroaryl化合物，可通过将该化合物与含有凝血因子Xa的组合物结合来抑制凝血因子Xa的活性。本发明还涉及含有化合物I的组合物、其制备方法以及它们的用途，如用于抑制凝血酶的形成或用于治疗患有与生理上有害的凝血酶过量相关的疾病状态的患者。
• SUBSTITUTED (AMINOIMINOMETHYL OR AMINOMETHYL)BENZOHETEROARYL COMPOUNDS AS FACTOR XA INHIBITORS
  申请人：Aventis Pharmaceuticals Products Inc.

  公开号：EP1140901A2

  公开（公告）日：2001-10-10
• US6541505B1
  申请人：——

  公开号：US6541505B1

  公开（公告）日：2003-04-01
• [EN] SUBSTITUTED (AMINOIMINOMETHYL OR AMINOMETHYL)BENZOHETEROARYL COMPOUNDS<br/>[FR] COMPOSES (AMINOIMINOMETHYL OU AMINOMETHYL)BENZOHETEROARYLE SUBSTITUES
  申请人：AVENTIS PHARM PROD INC

  公开号：WO2000039087A2

  公开（公告）日：2000-07-06

  This invention is directed to an (aminoiminomethyl or aminomethyl)benzoheteroaryl compound of formula (I): wherein X is O, S or NR1 which is useful for inhibiting the activity of Factor Xa by combining said compound with a composition containing Factor Xa. The present invention is also directed to compositions containing compounds of formula (I), methods for their preparation, their use, such as in inhibiting the formation of thrombin or for treating a patient suffering from, or subject to, a disease state associated with a physiologically detrimental excess amount of thrombin.
• A General Protocol for Robust<i>Sonogashira</i>Reactions in Micellar Medium
  作者：Markus Jakobi、Fabrice Gallou、Christof Sparr、Michael Parmentier

  DOI：10.1002/hlca.201900024

  日期：2019.3

  A robust and general protocol for a sustainable copper‐free Sonogashira cross coupling under micellar aqueous reaction conditions with high turnover was developed. By using the commercially available catalyst CataCXium A Pd G3 and THF as co‐solvent, various alkyne substrates were efficiently cross‐coupled with a broad range of aryl halides, providing improved yields and low catalyst loadings. The reaction

  为在胶束水相反应条件下以高周转率实现可持续的无铜Sonogashira交叉偶联，开发了一种可靠且通用的方案。通过使用市售的催化剂CataCXium A Pd G3和THF作为助溶剂，各种炔烃底物可以与多种芳基卤化物有效地交叉偶联，从而提高了收率并降低了催化剂的负载量。对反应参数进行了优化，以使该过程操作简单，可靠且可扩展。该方法可通过胶束水溶液反应条件获得二卤代底物的烷基化芳烃，杂环化合物和单官能化产物，并具有提高的选择性。