Benzoesaeure-<(O,O-diphenyl-phosphono)-amid> | 95127-78-9

• 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: Benzoesaeure-<(O,O-diphenyl-phosphono)-amid>
• 英文别名: Phosphorsaeure-diphenylester-benzamid；N-diphenoxyphosphorylbenzamide
• CAS: 95127-78-9
• 化学式: C₁₉H₁₆NO₄P
• 分子量: 353.314
• InChiKey: HEEZQWDOYPNQIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氟化钽(V) 、 Benzoesaeure-<(O,O-diphenyl-phosphono)-amid> 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Il'in, E. G.; Kharrmann, E.; Shcherbakova, M. N., Doklady Physical Chemistry, 1987, vol. 295 - 297, p. 996 - 998

  摘要：

  DOI：
• 作为产物：
  描述：

  Diphenyl phosphorochloridite 在 乙醇 作用下， 生成 Benzoesaeure-<(O,O-diphenyl-phosphono)-amid>
  参考文献：
  名称：

  Derkach,G.I. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 551 - 555

  摘要：

  DOI：

文献信息

• Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction
  作者：Iain Currie、Brad E. Sleebs

  DOI：10.1021/acs.orglett.0c03987

  日期：2021.1.15

  A one-step synthesis of acyl phosphoramidates from a variety of functionalized acyl azides has been developed employing trimethylsilyl chloride as an activating agent in a modified Staudinger reaction. The methodology was further adapted to include the in situ generation of the acyl azides from a diverse selection of carboxylic acids and hydrazide starting synthons. The reaction scope was extended

  在改良的施陶丁格反应中，采用三甲基甲硅烷基氯作为活化剂，已经开发了由多种官能化的酰基叠氮化物一步合成酰基氨基磷酸酯的方法。该方法进一步适于包括从多种选择的羧酸和酰肼起始合成子中原位产生酰基叠氮化物。反应范围扩大到包括亚氨基二磷酸酯和天然产物Microcin C的合成。
• Efficient Amidation from Carboxylic Acids and Azides via Selenocarboxylates:  Application to the Coupling of Amino Acids and Peptides with Azides
  作者：Xinghua Wu、Longqin Hu

  DOI：10.1021/jo061703n

  日期：2007.2.1

  A facile one-pot procedure for the coupling of carboxylic acid and azide via selenocarboxylate and selenatriazoline has been developed and successfully applied to the coupling of amino acids and peptides with azides. Selenocarboxylates are readily prepared by the reaction of the activated carboxylic acids with LiAlHSeH under mild conditions. The selenocarboxylates formed in situ are used to react directly

  已经开发了一种简单的一锅法，用于通过硒代羧酸盐和硒代三唑啉偶联羧酸和叠氮化物，并将其成功地用于氨基酸和肽与叠氮化物的偶联。通过在温和条件下使活化的羧酸与LiAlHSeH反应，可以轻松制备硒代羧酸盐。原位形成的硒羧酸盐用于通过硒代三唑啉中间体与叠氮化物直接反应形成相应的酰胺。对于缺乏电子的叠氮化物，获得了优异的产率，对于富含电子的叠氮化物，获得了中等至良好的产率。硒代羧酸酯/叠氮化物酰胺化反应是清洁的和化学选择性的。
• Ruthenium(iv) porphyrin catalyzed phosphoramidation of aldehydes with phosphoryl azides as a nitrene source
  作者：Wenbo Xiao、Cong-Ying Zhou、Chi-Ming Che

  DOI：10.1039/c2cc31686b

  日期：——

  [RuIV(por)Cl2] (por = porphyrin dianion) can efficiently catalyze nitrene insertion into aldehyde C–H bonds with phosphoryl azides as a nitrene source to give N-acylphosphoramidates in good to high yields.

  [RuIV(por)Cl2]（por = 卟啉二元离子）可以高效地催化腈插入醛 C-H 键，并以磷酰叠氮化物作为腈源，从而得到 N-酰基磷酰胺，收率高。
• Improved solubility and stability of trialkylammonium selenocarboxylate in organic solvents for efficient amidation with azides
  作者：Prathima Surabhi、Xinghua Wu、Longqin Hu

  DOI：10.1016/j.tetlet.2006.04.144

  日期：2006.7

  Trialkylammonium selenocarboxylate, formed in situ from the reaction of diacyl diselenide with piperidine in the presence of diisopropylethylamine, was found to react readily Lit room temperature with electron-deficient azides to form amides in excellent yields. The trialkylammonium selenocarboxylate salt formed has good solubility and stability in organic solvents. The enhanced stability allowed mild heating to improve the amidation yields wish electron-rich azides. (c) 2006 Elsevier Ltd. All rights reserved.
• Kirsanow; Makitra, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 35,38; engl. Ausg. S. 35, 37
  作者：Kirsanow、Makitra

  DOI：——

  日期：——