4-nitrophenyl 3-methylbutyrate | 18934-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-nitrophenyl 3-methylbutyrate
• 英文别名: 4-nitrophenyl isovalerate；isovaleric acid-(4-nitro-phenyl ester)；Isovaleriansaeure-(4-nitro-phenylester)；4-Nitro-1-isovaleryloxy-benzol；(4-Nitro-phenyl)-isovalerat；Isovaleriansaeure-(p-nitrophenylester)；(4-Nitrophenyl) 3-methylbutanoate
• CAS: 18934-77-5
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: SZQWZNOMEWDZLR-UHFFFAOYSA-N

物化性质

• 沸点：
  330.3±25.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl 3-methylbutyrate 、 N-(p-tolylsulfonyl)-1,3-diphenyl-2-propen-1-imine 在 BF₄^(1-)*C₂₁H₂₄N₃O⁽¹⁺⁾ 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以5%的产率得到(3R,4S)-3-isopropyl-4,6-diphenyl-1-tosyl-3,4-dihydropyridin-2(1H)-one
  参考文献：
  名称：

  Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines

  摘要：

  Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

  DOI：

  10.1021/ol4021805
• 作为产物：
  描述：

  异戊酸 、 对硝基苯酚 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 4-nitrophenyl 3-methylbutyrate
  参考文献：
  名称：

  Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines

  摘要：

  Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

  DOI：

  10.1021/ol4021805

文献信息

• NOVEL ANALOGUES OF EPICATECHIN AND RELATED POLYPHENOLS
  申请人：SPHAERA PHARMA PVT. LTD.

  公开号：US20160039781A1

  公开（公告）日：2016-02-11

  The present invention provides novel analogues of epicatechin and related polyphenols, their variously functionalized derivatives, process for preparation of the same, composition comprising these compounds and their method of use.

  本发明提供了表儿茶素及相关多酚的新颖类似物，它们的各种官能化衍生物，以及它们的制备方法、包含这些化合物的组合物和它们的使用方法。
• A New and Efficient Esterification Reaction via Mixed Anhydrides by the Promotion of a Catalytic Amount of Lewis Acid
  作者：Mitsutomo Miyashita、Isamu Shiina、So Miyoshi、Teruaki Mukaiyama

  DOI：10.1246/bcsj.66.1516

  日期：1993.5

  In the presence of a catalytic amount of Lewis acid, various carboxylic esters or S-phenyl carbothioates are prepared in excellent yields by the respective reactions of equimolar amounts of silyl carboxylates and alkyl silyl ethers or phenyl silyl sulfides with 4-trifluoromethylbenzoic anhydride.

  在催化量的路易斯酸存在下，通过等摩尔量的甲硅烷基羧酸酯和烷基甲硅烷基醚或苯基甲硅烷基硫化物与4-三氟甲基苯甲酸酐的相应反应，以极好的收率制备各种羧酸酯或S-苯基硫代碳酸酯。
• Kreisky, Acta Chemica Scandinavica (1947), 1957, vol. 11, p. 913
  作者：Kreisky

  DOI：——

  日期：——
• An investigation of activities and paraoxon sensitivities of hepatic aliesterases in β-naphthoflavone-treated rats
  作者：Angela M. Watson、Howard Chambers、Janice E. Chambers

  DOI：10.1016/0378-4274(94)90108-2

  日期：1994.5

  Aliesterases (carboxylesterases, EC 3.1.1.1) are serine esterases which may protect acetylcholinesterase during organophosphorus insecticide intoxication by providing alternative phosphorylation sites. Levels of hepatic aliesterase activity were investigated after the intraperitoneal administration of beta-naphthoflavone (BNF) to female rats using nine 4-nitrophenyl esters as substrates (including straight and branched chain aliphatic and aromatic esters) and I-naphthyl acetate. In addition, the in vitro sensitivities of aliesterases to inhibition by paraoxon, the active metabolite of the common insecticide parathion, were studied. Hepatic aliesterases from BNF-treated rats displayed lower activities than those from the controls with all substrates except 4-nitrophenyl phenylbutyrate and isovalerate. The aliesterases from BNF-treated rats were more sensitive to paraoxon inhibition with 4-nitrophenyl phenylbutyrate, valerate, and butyrate. Esterases hydrolyzing 4-nitrophenyl butyrate, valerate, and branched chain esters were most sensitive to paraoxon inhibition while those hydrolyzing 4-nitrophenyl hexanoate and aromatic esters were least sensitive. The results suggested that BNF-induced changes in hepatic aliesterases could alter responses to organophosphates.
• US7238339B2
  申请人：——

  公开号：US7238339B2

  公开（公告）日：2007-07-03