N-methoxy-N-methyl-5-phenylpentanamide

• 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: N-methoxy-N-methyl-5-phenylpentanamide
• 英文别名: 5-phenylpentanoic acid-methoxy-methyl-amide
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: CRMIAKAHLBPSQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methyl-5-phenylpentanamide 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 苯戊醛
  参考文献：
  名称：

  Synthesis and DHFR inhibitory activity of a series of 6-substituted-2,4-diaminothieno[2,3-d]pyrimidines

  摘要：

  A series of 6-aralkyl substituted 2,4-diaminothieno[2,3-d]pyrimidines in which the 6-aryl group is separated from the thieno[2,3-d]pyrimidine ring by two to five methylene groups were synthesized and studied as inhibitors of dihydrofolate reductase from Pneumocystis carinii, Toxoplasma gondii, Mycobacterium avium, and rat liver. Compounds in which the thieno[2,3-d]pyrimidine ring is separated from the 6-aryl substituent by three methylene groups were the most potent inhibitors of the series (with IC50 values ranging from 0.24 and 11.0 muM) but those with two methylene groups between the aromatic rings were the most selective agents. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00101-6
• 作为产物：
  描述：

  5-苯基戊酸 、 二甲羟胺盐酸盐 在 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 6.5h， 生成 N-methoxy-N-methyl-5-phenylpentanamide
  参考文献：
  名称：

  锆茂和光氧化还原催化环氧化物的催化还原开环

  摘要：

  环氧化物的还原性开环是一种强大的转化，可将容易获得的环氧化物转化为各种有价值的醇，包括药物、农用化学品和功能性聚合物。尽管已经取得了重大进展，但已建立的方法仅限于二茂钛催化反应。在此，我们报告了一种前所未有的由光氧化还原催化实现的由锆茂催化的环氧化物开环。与传统的开环方法相比，本方案表现出反向区域选择性，可通过假定的不太稳定的自由基提供更多的取代醇。该反应非常温和，可以顺利切割具有多种官能团的分子中的 C-O 键，包括天然产物。

  DOI：

  10.1016/j.chempr.2022.04.010

文献信息

• Photoinitiated <i>anti</i> ‐Hydropentafluorosulfanylation of Terminal Alkynes
  作者：Mélodie Birepinte、Pier Alexandre Champagne、Jean‐François Paquin

  DOI：10.1002/anie.202112575

  日期：2022.1.3

  The direct synthesis of new (Z)-(1-alken-1-yl)pentafluoro-λ6-sulfanes was performed via the photoinitiated anti-hydropentafluorosulfanylation of terminal alkynes. The reaction of SF5Cl with 24 substrates in the presence of (TMS)3SiH as a H-atom donor gave access to the undocumented Z-isomer. The origins of this unusual selectivity were investigated by DFT calculations, which provide a better understanding

  新的 ( Z )-(1-alken-1-yl)pentafluoro-λ 6 -sulfanes的直接合成是通过末端炔烃的光引发抗氢五氟磺酰基化来进行的。在 (TMS) 3 SiH 作为 H 原子供体存在下，SF 5 Cl 与 24 种底物的反应获得了未记录的Z异构体。通过 DFT 计算研究了这种不寻常选择性的起源，这提供了对 SF 5取代乙烯基自由基的几何形状和反应性的更好理解。
• ANTIBACTERIAL QUINOLINE DERIVATIVES
  申请人：Guillemont Jérôme Emile Georges

  公开号：US20100063026A1

  公开（公告）日：2010-03-11

  The present invention relates to novel substituted quinoline derivatives according to the general Formula (Ia) or Formula (Ib): including any stereochemically isomeric form thereof, a pharmaceutically acceptable salt thereof, a N-oxide form thereof or a solvate thereof. The claimed compounds are useful for the treatment of a bacterial infection. Also claimed is a composition comprising a pharmaceutically acceptable carrier and, as active ingredient, a therapeutically effective amount of the claimed compounds, the use of the claimed compounds or compositions for the manufacture of a medicament for the treatment of a bacterial infection and a process for preparing the claimed compounds.

  本发明涉及根据一般式(Ia)或式(Ib)的新型取代喹啉衍生物：包括其任何立体化异构体、其药学上可接受的盐、其N-氧化物形式或其溶剂合物。所述化合物用于治疗细菌感染。还声明了一种包含药学上可接受的载体和所述化合物的治疗有效量作为活性成分的组合物，所述化合物或组合物用于制造治疗细菌感染的药物以及制备所述化合物的方法。
• Iron‐Catalysed Remote C(sp ³ )−H Azidation of <i>O</i> ‐Acyl Oximes and <i>N</i> ‐Acyloxy Imidates Enabled by 1,5‐Hydrogen Atom Transfer of Iminyl and Imidate Radicals: Synthesis of γ‐Azido Ketones and β‐Azido Alcohols
  作者：Rubén O. Torres‐Ochoa、Alexandre Leclair、Qian Wang、Jieping Zhu

  DOI：10.1002/chem.201901079

  日期：2019.7.17

  acetylacetonate [Fe(acac)3], the reaction of structurally diverse ketoxime esters with trimethylsilyl azide (TMSN3) afforded γ‐azido ketones in good to excellent yields. This unprecedented distal γ‐C(sp3)−H bond azidation reaction went through a sequence of reductive generation of an iminyl radical, 1,5‐hydrogen atom transfer (1,5‐HAT) and iron‐mediated redox azido transfer to the translocated carbon radical

  在催化量的乙酰丙酮铁（III）[Fe（acac）3 ]的存在下，结构多样的酮肟酸酯与三甲基硅烷基叠氮化物（TMSN 3）的反应可提供良好产率的γ-叠氮基酮。前所未有的远端γ-C（sp 3）-H键叠氮化反应经历了亚胺基的还原生成，1,5-氢原子转移（1,5-HAT）以及铁介导的氧化还原叠氮基转移至易位的碳自由基。TMSN 3不仅用作功能化未激活的C（sp 3）-H键的氮源，而且还用作还原剂以原位生成催化活性的Fe II。基于相同的原理，一种新颖的β-C（sp3）-H通过N-酰氧基酰亚胺的醇官能化随后被实现，在将所得的酯水解后，导致β-叠氮基醇，这是有机和药物化学的重要组成部分。
• Gold N‐Heterocyclic Carbene Catalysts for the Hydrofluorination of Alkynes Using Hydrofluoric Acid: Reaction Scope, Mechanistic Studies and the Tracking of Elusive Intermediates
  作者：Raphaël Gauthier、Nikolaos V. Tzouras、Ziyun Zhang、Sandrine Bédard、Marina Saab、Laura Falivene、Kristof Van Hecke、Luigi Cavallo、Steven P. Nolan、Jean‐François Paquin

  DOI：10.1002/chem.202103886

  日期：2022.1.19

  Unconventional fluorination: The development of the chemoselective gold-catalysed hydrofluorination of terminal alkynes using aqueous HF and an easily accessible N-heterocyclic carbene-gold pre-catalyst is reported. Following the observation and isolation of unprecedented organometallic intermediates and computational studies, a catalytic cycle is proposed, featuring an in situ generation of the chemoselective

  非常规氟化：报道了使用 HF 水溶液和易于获得的 N-杂环卡宾-金预催化剂对末端炔烃进行化学选择性金催化氢氟化反应。在观察和分离前所未有的有机金属中间体和计算研究之后，提出了一种催化循环，其特点是原位生成化学选择性催化剂。
• Synthesis of Medicinally Interesting Polyfluoro Ketones via Perfluoroalkyl Lithium Reagents
  作者：Christoforos G. Kokotos、Constantinos Baskakis、George Kokotos

  DOI：10.1021/jo801469x

  日期：2008.11.7

  The addition of (pentafluoroethyl)- and (heptafluoropropyl)lithium to various acyl derivatives was studied. Weinreb and morpholine amides led to polyfluoro ketones in high to quantitative yields in short reaction times. Derivatives of 2-fluorocarboxylic acids may produce 1,1,1,2,2,4-hexafluoro ketones and 1,1,1,2,2,3,3,5-octafluoro ketones. The methodology can provide inhibitors for various lipolytic

  研究了向各种酰基衍生物中添加（五氟乙基）-和（七氟丙基）锂。Weinreb和吗啉酰胺可在短反应时间内以高产率到定量产率产生多氟酮。2-氟羧酸的衍生物可产生1,1,1,2,2,4-六氟酮和1,1,1,2,2,3,3,5-八氟酮。该方法可以为各种脂解酶（包括磷脂酶A2）提供抑制剂。