N-(3-oxopropyl)-2-phenylacetamide | 151068-17-6

• 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: N-(3-oxopropyl)-2-phenylacetamide
• CAS: 151068-17-6
• 化学式: C₁₁H₁₃NO₂
• mdl: MFCD11610860
• 分子量: 191.23
• InChiKey: BCCHAYAYBSUKNO-UHFFFAOYSA-N

物化性质

• 沸点：
  411.5±38.0 °C(Predicted)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-oxopropyl)-2-phenylacetamide 、 法舒地尔杂质9 在 三乙酰氧基硼氢化钠 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 84.0h， 生成
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF HUMAN IMMUNODEFICIENCY VIRUS
  [FR] COMPOSITIONS ET PROCÉDÉS POUR LE TRAITEMENT DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE

  摘要：

  公开号：

  WO2020252393A8
• 作为产物：
  描述：

  N-(3-hydroxypropyl)-2-phenylacetamide 在 2-亚碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 以52%的产率得到N-(3-oxopropyl)-2-phenylacetamide
  参考文献：
  名称：

  Influence of N-amino protecting group on aldolase-catalyzed aldol additions of dihydroxyacetone phosphate to amino aldehydes

  摘要：

  This work examines the influence of N-protecting groups on the conversion and stereoselectivity of dihydroxy acetone phosphate (DHAP) dependent aldolase-catalyzed aldol additions of DHAP to N-protected-3-aminopropanal. Phenylacetyl-(PhAc-), tertbutyloxycarbonyl- ((t)Boc-) and fluoren-9-ylmethoxycarbonyl- (Fmoc-)-3-aminopropanal were evaluated as substrates for D-fructose 1,6-bisphosphate aldolase from rabbit muscle (RAMA), and L-rhamnulose-1-phosphate aldolase (RhuA) and L-fuculose-1-phosphate aldolase (FucA), both from Escherichia coli. Using PhAc and (t)Boc ca. 70% conversions to the aldol adduct were achieved, whereas Fmoc gave maximum conversions of ca. 25%. The stereoselectivity of the DHAP-aldolases did not depend on the N-protected-3-aminopropanal derivative. Moreover, inversion of FucA stereoselectivity relative to that obtained with the natural L-lactaldehyde was observed. Both N-PhAc and (t)Boc adduct product derivatives were successfully deprotected by penicillin G acylase (PGA)-catalyzed hydrolysis at pH 7 and by treatment with aqueous TFA (6% v/v), respectively. However, the corresponding cyclic imine sugars could not be isolated, presumable due to the presence of a highly reactive primary amine and a keto group in the molecule, which lead to a number of unexpected reactions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.031

文献信息

• Selectively Tunable Synthesis of α-Trifluoromethyl Ketones
  作者：Pan Zhou、Shanya Lu、Xiaoqiang Wu、Wei Zhong、Tao XU

  DOI：10.1021/acs.orglett.3c00725

  日期：——

  catalysis system. A wide variety of substrates bearing a diverse set of functional groups were compatible to afford α-trifluoromethyl ketones under very mild conditions (visible light, ambient temperature, no strong base). Selectively tunable access to these ketones with the trifluoromethyl group on any one side can be smoothly obtained by simply modulating different reagents. Meanwhile, the asymmetric

  通过双镍/光氧化还原催化系统开发了醛和 α-三氟甲基烷基溴的交叉偶联。在非常温和的条件下（可见光、环境温度、无强碱），带有不同官能团的多种底物相容以提供 α-三氟甲基酮。通过简单地调节不同的试剂，可以顺利地获得在任何一侧具有三氟甲基的这些酮的选择性可调访问。同时，还研究了不对称图案。
• Photocatalytic Synthesis of Acetals and Ketals from Aldehydes and Silylenolethers without the Use of Acids
  作者：Desirée Steuernagel、Hans‐Achim Wagenknecht

  DOI：10.1002/chem.202203767

  日期：2023.3

  Use light instead of acids: Silylenolethers derived from aldehydes and ketones as well as aldehydes themselves react efficiently to give acetals in good to excellent yields. The substrate range with respect to both aldehydes and alcohols is broad, and acid- and hydrogen-labile protecting groups are tolerated.

  使用光而不是酸：从醛和酮衍生的甲硅烷基醚以及醛本身可以有效地反应，以良好到极好的收率生成缩醛。醛类和醇类的底物范围很广，可以接受酸和氢不稳定的保护基团。
• Beta-lactamase inhibitory composition
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0050965A1

  公开（公告）日：1982-05-05

  Compounds having one or two substituents at the 3- position, represented by the general formula wherein R, is an optionally acylated or protected amino group and X is hydrogen atom or methoxy group, or a pharmaceutically acceptable salt thereof; when used either alone or in combination with a β-lactam antibiotic, show excellent β-lactamase inhibitory activity and can be used as drugs for use in humans and domestic animals.

  在 3-位上有一个或两个取代基的化合物，由通式表示，其中 R 是可选的酰化或保护氨基，X 是氢原子或甲氧基，或其药学上可接受的盐；当单独使用或与β-内酰胺类抗生素结合使用时，可显示出优异的β-内酰胺酶抑制活性，可用作人类和家畜的药物。
• [EN] MODULATORS OF REV-ERB<br/>[FR] MODULATEURS DE REV-ERB
  申请人：KAMENECKA THEODORE MARK

  公开号：WO2013033310A1

  公开（公告）日：2013-03-07

  The subject matter herein concerns the identification and development of potent synthetic REV-ERB ligands, such as in vivo agonists and antagonists. These compounds allow for characterization of the effects of modulation of this receptor in vivo specifically on circadian behavior and metabolism, and have suitable characteristics for development of medicinal compounds useful for treatment of malconditions such as diabetes, obesity, atherosclerosis, dyslipidemia, a circadian rhythm disorder, coronary artery disease, bipolar disorder, depression, cancer, a sleep disorder, an anxiety disorder, an addiction disorder, or an autoimmune disorder.