tert-butyl (1-methylbenzyl)aminosulfonylcarbamate | 1399295-35-2

• 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: tert-butyl (1-methylbenzyl)aminosulfonylcarbamate
• CAS: 1399295-35-2
• 化学式: C₁₃H₂₀N₂O₄S
• 分子量: 300.379
• InChiKey: NQLIHVKSVWFGDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  84.5
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (1-methylbenzyl)aminosulfonylcarbamate 在 水 作用下， 以100%的产率得到N-(1-methylbenzyl)sulfamide
  参考文献：
  名称：

  含膦酸酯部分的新型 N-酰基磺酰胺的便捷合成

  摘要：

  图形摘要 摘要 本研究描述了一种合成含有膦酸酯部分的新型 N-酰基磺酰胺的简便方法。N-酰基磺酰胺以氯磺酰基异氰酸酯 (CSI) 为原料，分四步（氨基甲酰化、氨磺酰化、脱保护和酰化）制备。亚磷酸三甲酯已用于通过 Arbuzov 反应将膦酸酯部分引入 N-酰基磺酰胺中。

  DOI：

  10.1080/10426507.2014.931398
• 作为产物：
  描述：

  N-(叔丁氧基羰基)磺酰氯 、 α-苯乙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl (1-methylbenzyl)aminosulfonylcarbamate
  参考文献：
  名称：

  含膦酸酯部分的新型 N-酰基磺酰胺的便捷合成

  摘要：

  图形摘要 摘要 本研究描述了一种合成含有膦酸酯部分的新型 N-酰基磺酰胺的简便方法。N-酰基磺酰胺以氯磺酰基异氰酸酯 (CSI) 为原料，分四步（氨基甲酰化、氨磺酰化、脱保护和酰化）制备。亚磷酸三甲酯已用于通过 Arbuzov 反应将膦酸酯部分引入 N-酰基磺酰胺中。

  DOI：

  10.1080/10426507.2014.931398

文献信息

• Synthesis and antitumor evaluation of novel sulfonylcycloureas derived from nitrogen mustard
  作者：H. Cheloufi、B. Belhani、T. S. Ouk、R. Zerrouki、N.-E. Aouf、M. Berredjem

  DOI：10.1007/s11030-015-9647-6

  日期：2016.5

  A new series of sulfonylcycloureas derivatives have been synthesized and evaluated in vitro for their antitumor activity against four cancer cell lines (A431, Jurkat, U266, and K562). These compounds were prepared by the condensation of several sulfonamides (2a–m) with ethyl bis(2-chloroethyl)carbamate (1a). The relative cytotoxicity of these new derivatives in comparison to chlorambucil is reported

  合成了一系列新的磺酰基环脲衍生物，并在体外评估了它们对四种癌细胞系（A431，Jurkat，U266和K562）的抗肿瘤活性。这些化合物是通过几种磺酰胺（2a–m）与双（2-氯乙基）氨基甲酸乙酯（1a）缩合制备的。据报道这些新衍生物与苯丁酸氮芥相比具有相对的细胞毒性。
• An Efficient Method for the Synthesis of Novel N-acylsulfonamides Using Tin (IV) Chloride as Catalysts
  作者：Fouzia Bouchareb、Wahida Boufas、Hadjer Cheloufi、Malika Berredjem、Nour-Eddine Aouf

  DOI：10.1080/10426507.2013.843000

  日期：2014.5.4

  A series of novel N-acylsulfonamides derivatives were synthesized via direct condensation of parent sulfonamide with ethyl lactate as an acylating agent in the presence of tin (IV) chloride (SnCl4) as a Lewis acid catalyst. The sulfonamides were prepared, starting from chlorosulfonyl isocyanate (CSI), in three steps (carbamoylation, sulfamoylation, and deprotection) with excellent yields.
• Synthesis and antibacterial activity of sulfonamides. SAR and DFT studies
  作者：Wahida Boufas、Nathalie Dupont、Malika Berredjem、Kamel Berrezag、Imène Becheker、Hajira Berredjem、Nour-Eddine Aouf

  DOI：10.1016/j.molstruc.2014.05.066

  日期：2014.9

  A series of substituted sulfonamide derivatives were synthesized from chlorosulfonyl isocyanate (CSI) in tree steps (carbamoylation, sulfamoylation and deprotection). Antibacterial activity in vitro of some newly formed compounds investigated against clinical strains Gram-positive and Gram-negative: Escherichia coli and Staphylococcus aureus applying the method of dilution and minimal inhibition concentration (MIC) methods. These compounds have significant bacteriostatic activity with totalities of bacterial strains used. OFT calculations with B3LYP/6-31G(d) level have been used to analyze the electronic and geometric characteristics deduced for the stable structure of three compounds presenting conjugation between a nitrogen atom N through its lone pair and an aromatic ring next to it. The principal quantum chemical descriptors have been correlated with the antibacterial activity. (C) 2014 Elsevier B.V. All rights reserved.