3-acetamidobenzenesulfonyl azide | 1456900-15-4

• 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: 3-acetamidobenzenesulfonyl azide
• 英文别名: N-(3-azidosulfonylphenyl)acetamide
• CAS: 1456900-15-4
• 化学式: C₈H₈N₄O₃S
• 分子量: 240.243
• InChiKey: LLPWIYACXLNNIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  86
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-acetamidobenzenesulfonic acid 在 三氯异氰尿酸 、 三苯基膦 、 sodium azide 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到3-acetamidobenzenesulfonyl azide
  参考文献：
  名称：

  Direct synthesis of sulfonyl azides from sulfonic acids

  摘要：

  A one-pot process for the synthesis of various sulfonyl azides (RSO2N3) by treating sulfonic acids with triphenylphosphine/trichloroisocyanuric acid/sodium azide at room temperature is described. A wide range of arenesulfonyl and alkanesulfonyl azides was obtained in excellent yields under mild conditions.[GRAHPICS].

  DOI：

  10.1080/17415993.2013.801476

文献信息

• [EN] DIRECTED SYNTHESIS OF OLIGOPHOSPHORAMIDATE STEREOISOMERS<br/>[FR] SYNTHÈSE DIRIGÉE DE STÉRÉOISOMÈRES D'OLIGOPHOSPHORAMIDATES
  申请人：ROCHE DIAGNOSTICS GMBH

  公开号：WO2010060599A1

  公开（公告）日：2010-06-03

  The trivalent phosphorous atom of a compound is reacted with a reagent in such a manner that a stable phosphate mimetic or a specifier is formed. Phosphoramidites with a phosphorous atom containing at least one hydroxyl residue which is provided with a protective group are reacted for this purpose with a free hydroxyl group: In the first synthesis cycle the hydroxyl group is linked to a solid support via a cleavable or non-cleavable linker. In further synthesis cycles the hydroxyl group is created by cleavage of the protective group from the growing oligomer. This results in formation of a phosphorous acid triester which is reacted with azides. By selecting suitable monomers for the synthesis which have a defined stereoconformation compounds of Formula (1) are produced in a stereocontrolled manner.

  化合物中的三价磷原子与试剂反应，形成稳定的磷酸盐类似物或特异性物质。为此，具有至少一个含有保护基的氢氧基的含磷原子的磷酰胺酯与自由氢氧基反应：在第一个合成循环中，通过可裂解或不可裂解的连接剂将氢氧基与固体支持物连接。在进一步的合成循环中，通过从生长寡聚物中裂解保护基来创建氢氧基。这导致形成磷酸三酯，然后与叠氮化物反应。通过选择合适的单体进行合成，这些单体具有定义的立体构型，从而以立体控制的方式产生式（1）的化合物。
• DIRECTED SYNTHESIS OF OLIGOPHOSPHORAMIDATE STEREOISOMERS
  申请人：Roche Diagnostics GmbH

  公开号：EP2370450A1

  公开（公告）日：2011-10-05
• US8569515B2
  申请人：——

  公开号：US8569515B2

  公开（公告）日：2013-10-29
• US8853132B2
  申请人：——

  公开号：US8853132B2

  公开（公告）日：2014-10-07
• Direct synthesis of sulfonyl azides from sulfonic acids
  作者：Adeleh Kiani、Batool Akhlaghinia、Hamed Rouhi-Saadabad、Mehdi Bakavoli

  DOI：10.1080/17415993.2013.801476

  日期：2014.3.4

  A one-pot process for the synthesis of various sulfonyl azides (RSO2N3) by treating sulfonic acids with triphenylphosphine/trichloroisocyanuric acid/sodium azide at room temperature is described. A wide range of arenesulfonyl and alkanesulfonyl azides was obtained in excellent yields under mild conditions.[GRAHPICS].