silver 4-nitrobenzoate | 35363-49-6

• 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: silver 4-nitrobenzoate
• 英文别名: silver;4-nitrobenzoate
• CAS: 35363-49-6
• 化学式: Ag*C₇H₄NO₄
• 分子量: 273.981
• InChiKey: UXMWNHBRCXSHIR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  silver 4-nitrobenzoate 在 potassium permanganate 、 双氧水 、 碘 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 5.0h， 生成 p-nitrobenzyl 6α-bromo-2β-<<(4-nitrobenzoyl)oxy>methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide
  参考文献：
  名称：

  Synthesis and .beta.-lactamase inhibitory properties of 2.beta.-[(acyloxy)methyl]-2.alpha.-methylpenam-3.alpha.-carboxylic acid 1,1-dioxides

  摘要：

  p-Nitrobenzyl 2 beta-[(benzoyloxy)methyl]-2 alpha-methylpenam-3 alpha-carboxylate was prepared by reaction of p-nitrobenzyl 2-[2-oxo-3 alpha-bromo-4-(benzothiazol-2-yldithio)azetidin-1-yl] -2-isopropenylacetate with silver benzoate in the presence of iodine. The resulting diester was oxidized to the sulfone with potassium permanganate and hydrogen peroxide, and the bromine and p-nitrobenzyl groups were removed by hydrogenolysis to give potassium 2 beta-(benzoyloxy)methyl 2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide. A series of related compounds, including the pivaloyl, methoxybenzoyl, p-fluorobenzoyl, and p-aminobenzoyl derivatives, were prepared in a similar way. All of these compounds were potent beta-lactamase inhibitors in vitro against the TEM beta-lactamase from Klebsiella pneumoniae A22695 and Bacteroides fragiles A22695 but less active against the beta-lactamase from Staphylococcus aureus A9606. All compounds when administered orally in a 1:1 combination with amoxicillin did not show any significant protection of mice infected with S. aureus A9606. 2 beta-(Bromomethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid was prepared and reacted with silver nitrate to give the nitrate ester. Oxidation with potassium permanganate and catalytic reduction afforded 2 beta-(hydroxymethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid 1,1-dioxide. 2 beta-(Bromomethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid 1,1-dioxide was found to be a strong beta-lactamase inhibitor, while the 2 beta-hydroxymethyl compound showed only weak beta-lactamase-inhibiting properties.

  DOI：

  10.1021/jm00382a025
• 作为产物：
  描述：

  silver nitrate 、 对硝基苯甲酸 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.34h， 以50%的产率得到silver 4-nitrobenzoate
  参考文献：
  名称：

  芳烃与烯丙醇的直接碳羟基化：铜，银和布朗斯台德酸的协同催化

  摘要：

  铜，银和布朗斯台德酸的协同催化是烯烃功能化的新策略。芳基烯烃与烯丙醇的催化直接碳羟基化为制备4,5-不饱和醇提供了一种简单有效的方法。合成有用的官能团，例如Cl，Br，羰基和氯甲基，在官能化反应过程中保持完整。

  DOI：

  10.1002/anie.201813148
• 作为试剂：
  描述：

  benzohydroximoyl chloride 在 乙醚 、 silver 4-nitrobenzoate 作用下， 生成 3,4-二苯基呋咱 2-氧化物
  参考文献：
  名称：

  Werner; Skiba, Chemische Berichte, 1899, vol. 32, p. 1658

  摘要：

  DOI：

文献信息

• Gold-Catalyzed Intramolecular Regio- and Enantioselective Cycloisomerization of 1,1-Bis(indolyl)-5-alkynes
  作者：Long Huang、Hai-Bin Yang、Di-Han Zhang、Zhen Zhang、Xiang-Ying Tang、Qin Xu、Min Shi

  DOI：10.1002/anie.201302632

  日期：2013.6.24

  Bis(indole) alkaloids analogues were prepared under mild conditions and in high yields through a gold‐catalyzed cycloisomerization of 1,1‐bis(indolyl)‐5‐alkynes (see scheme). The enantioselective version of this reaction gave the corresponding products in moderate to excellent yields (55–90 %), moderate to good ee values (48–96 %), and satisfactory regioselectivities (3.5:1→20:1).

  双（吲哚）生物碱类似物是在温和的条件下通过金催化的1,1-双（吲哚基）-5-炔烃的环异构化反应制得的（见方案）。该反应的对映选择性使相应的产物具有中等至极好的收率（55–90％），中等至良好的ee 值（48–96％）和令人满意的区域选择性（3.5：1→20：1）。
• Synthesis, spectroscopic characterisation of 1,1,2,3,4,5,6-heptahydro-1,1-di(carboxylato)telluranes and 1,3-dihydro-2λ4-benzotellurole-2,2-diyl dicarboxylates
  作者：Prakash C Srivastava、Sangeeta Bajpai、Roli Lath、Chhabi Ram、Meena Srivastava、Smriti Bajpai、Ray J Butcher、Michael Zimmer、Michael Veith

  DOI：10.1016/s0022-328x(02)01594-2

  日期：2002.9

  which two oxygen atoms of the unidentate benzoate groups are in the axial positions, two methylene carbon atoms (attached to Te) of C5H10 and C8H8 groups and the stereochemically active electron lone pair occupy equatorial positions. Te⋯O secondary bonds directed polymeric (zig-zag chains) associations are present in C5H10Te(OCOC6H5)2 (cf. trimeric associations in the precursor C5H10TeI2) and tetrameric

  1,1,2,3,4,5,6七氢-1,1-二（羧酸根）telluranesÇ 5 ħ 10碲（OCOR）2（R = OCO，C 6 H ^ 5，4-NO 2 C ^ 6 ħ 4，3,5-（NO 2）2 C ^ 6 ħ 3，4-OCH 3 C ^ 6 ħ 4）和1,3-二氢2λ 4 -benzotellurole -2,2-二基二羧酸酯ç 8 ħ 8值Te（ OCOR）2（R = CH 3，C 6 H ^ 5，4-NO 2 C ^ 6 ħ4，3,5-（NO 2）2 C ^ 6 ħ 3，4-OCH 3 C ^ 6 ħ 4，4-NH 2 C ^ 6 ħ 4）从的1,1,2,3,4的反应获得， 5,6-七氢-1,1- diiodotellurane和1,3-二氢2λ 4 -benzotellurole -2,2-二基二碘化银羧酸盐。它们通过IR和（1 H，13 C，125 Te）-NMR光谱表征。还描述了代表性配合物的UV，13
• Enantioselective Iron-Catalyzed Azidation of β-Keto Esters and Oxindoles
  作者：Qing-Hai Deng、Tim Bleith、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/ja402082p

  日期：2013.4.10

  The first example of Fe-catalyzed enantioselective azidations of β-keto esters and oxindoles using a readily available N3-transfer reagent is reported. A number of α-azido-β-keto esters were obtained with up to 93% ee, and this methodology also generates 3-substitued 3-azidooxindoles with high enantioselectivities (up to 94%).

  报道了使用现成的 N3 转移试剂对 β-酮酯和羟吲哚进行 Fe 催化的对映选择性叠氮化的第一个例子。获得了许多具有高达 93% ee 的 α-叠氮基-β-酮酯，并且该方法还产生了具有高对映选择性（高达 94%）的 3-取代的 3-叠氮基吲哚。
• Stereochimie de la des benzoates d'argent sur des diesters iododesoxy ns
  作者：Claude Morpain、Jean Jacques Perie

  DOI：10.1016/s0040-4020(01)96423-3

  日期：1985.1

  The stereochemistry of the reaction of silver benzoates on chiral di-O-aroyl-1,2 iododeoxy-3-sn-glycerols has been reinvestigated. The reaction proceeds either with or without neighbouring group participation, depending on : - possible electrophilic assistance by the silver ion to the ionisation of the substrate (occuring only with dissociated silver salts), - ability of substituants R1 and R2 on the

  苯甲酸酯银在手性二-O-芳酰基-1，2-碘脱氧-3- sn-甘油上反应的立体化学已被重新研究。该反应在有或没有相邻基团参与的情况下进行，具体取决于：-银离子对底物电离的可能的亲电助剂（仅与解离的银盐发生），-底物上取代基R 1和R 2的反应能力稳定正电荷。底物中的R 1和R 2电子释放基团的重排最少，银盐未解离或弱解离并带有良好的亲核试剂。在一种情况下，观察到区域和立体特异性反应。
• New Compounds: Certain Alkanolamine Esters Likely to Possess Anesthetic Activity
  作者：L.R. Alpad、M. Khalifa、Y.M. Abou-Zeid、E. Gabali

  DOI：10.1002/jps.2600570645

  日期：1968.6

  The synthesis of a new series of alkanolamine esters is described. Esterification of 1,1′-iminodi-2-propanol with benzoyl chloride applying the Schotten-Baumann conditions afforded either the mono or diester according to the molecular ratio of the reactants but never the amide. With the more powerful acylating agent p -nitrobenzoyl chloride the diester-amide was always obtained even when equimolecular

  描述了一系列新的链烷醇胺酯的合成。应用Schotten-Baumann条件用苯甲酰氯对1,1'-亚氨基二-2-丙醇进行酯化反应，根据反应物的分子比，可得到单酯或二酯，但不能得到酰胺。使用更强效的酰化剂对硝基苯甲酰氯，即使使用等分子量的反应物，也总是获得二酯-酰胺。在所有情况下，氨基醇的N-甲基衍生物与苯甲酰氯的酯化都会生成二酯，而通过氨基醇的二氯类似物与适当的银盐的相互作用进行酯化，即使当过量的银盐过量时，也总是生成单酯。用过的。