N、N-二甲基-2-氧代乙酰胺 | 79036-50-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N、N-二甲基-2-氧代乙酰胺
• 英文名称: Glyoxylsaeure-dimethylamid
• 英文别名: N,N-dimethyl-2-oxoacetamide
• CAS: 79036-50-3
• 化学式: C₄H₇NO₂
• 分子量: 101.105
• InChiKey: HVUXFKKSBYDBDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  134.9±23.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N、N-二甲基-2-氧代乙酰胺 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 hydroxyiminoaceticacid N,N-dimethylamide
  参考文献：
  名称：

  BF₃-Mediated cis-Selective Cycloaddition of O-Silyloxime with Alkenes

  摘要：

  A C-amide-substituted O-silylated oxime, (E)-(tert-butyldimethylsiloxyimino)acetic acid N,N-dimethylamide (8b), on treatment with 2.2 equiv of BF3 center dot OEt2, in situ generated boracyclic nitrone-type intermediate BF3 center dot 14, which underwent cycloaddition with alkenes to give 3,5-cis-isoxazolidines as the Major products. The mechanism was strongly supported by isolation of the reaction intermediate 14 that was characterized by X-ray diffraction and its further reaction. This cycloaddition was successfully applied to the synthesis of syn-HPA-12 known as an inhibitor of CERT that mediates the transport of ceramide.

  DOI：

  10.1021/acs.joc.5b00426
• 作为产物：
  描述：

  1,2-Dichlor-bis(dimethylamino)-ethen 在 水 作用下， 以 乙醇 为溶剂， 生成 N、N-二甲基-2-氧代乙酰胺
  参考文献：
  名称：

  Zur deprotonierung von chloromethyleniminiumchloriden

  摘要：

  DOI：

  10.1016/s0040-4039(01)90407-1

文献信息

• Synthesis of Optically Active N-Aryl Amino Acid Derivatives through the Asymmetric Petasis Reaction Catalyzed by a Novel Hydroxy-Thiourea Catalyst
  作者：Tsubasa Inokuma、Yusuke Suzuki、Toshiyuki Sakaeda、Yoshiji Takemoto

  DOI：10.1002/asia.201100453

  日期：2011.11.4

  vinylboronates and α‐iminoamides are effectively catalyzed by the novel hydroxy–thiourea catalyst 1 (up to 86 % yield, 93 % ee; see scheme). This reaction can be applied not only to the synthesis of the unnatural amino acid monomers but also to peptide oligomers.

  硫脲制造肽：新型羟基-硫脲催化剂1可有效催化乙烯基硼酸酯和α-亚氨基酰胺的不对称Petasis反应（产率高达86％，ee为93％；参见方案）。该反应不仅可以用于非天然氨基酸单体的合成，而且可以应用于肽低聚物。
• Gas-phase pyrolysis of N-alkoxyphthalimides to functionally substituted aldehydes: kinetic and mechanistic study
  作者：Alya M. Al-Etaibi、Nouria A. Al-Awadi、Maher R. Ibrahim、Yehia A. Ibrahim

  DOI：10.3998/ark.5550190.0011.a13

  日期：——

  Flash vacuum Pyrolysis (FVP) of primary N-alkoxyphthalimides at 400-500 o C and 0.02 Torr gave functionally substituted aldehydes. A mechanism of this pyrolytic transformation was proposed based on the kinetic data and product analysis.

  在 400-500 o C 和 0.02 Torr 条件下，伯 N-烷氧基邻苯二甲酰亚胺的快速真空热解 (FVP) 得到官能取代的醛。基于动力学数据和产物分析提出了这种热解转化的机制。
• 6-(1-carbamoyl-1-hydroxymethyl)penicillanic acid derivatives
  申请人：Pfizer Inc.

  公开号：US04797394A1

  公开（公告）日：1989-01-10

  6-(1-Carbamoyl-1-hydroxymethyl)penicillanic acid derivatives are useful as antibacterials and/or beta-lactamase inhibitors.

  6-(1-氨甲酰基-1-羟甲基)青霉烷酸衍生物可用作抗菌剂和/或β-内酰胺酶抑制剂。
• [EN] 1H-[1,2,3]TRIAZOLO[4,5-c]PYRIDINE-4-CARBONITRILE DERIVATIVES<br/>[FR] DERIVES DE 1H-[1,2,3]TRIAZOLO[4,5-C]PYRIDINE-4-CARBONITRILE
  申请人：ORGANON NV

  公开号：WO2011086125A1

  公开（公告）日：2011-07-21

  The invention relates to 1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile derived Cathepsin S inhibitors of Formula (I), wherein R1 is H or (C1-3)alkyl; R2 is halogen or (C1-4)alkyl, optionally substituted with one or more halogens; n is 1 -3; X is O or CH2; U, V and W are CH; or one of U, V and W is N; Y is a group capable of interacting with the Sn....S2 substites of the active site of Cathepsin S; or a pharmaceutically acceptable salt thereof, to pharmaceutical compositions comprising the same as well as to the use of these derivatives for the preparation of a medicament for the treatment of cathepsin S related diseases such as atherosclerosis, obesity, inflammation and immune disorders, such as rheumatoid arthritis, psoriasis, cancer, and chronic pain, such as neuropathic pain.

  该发明涉及到1H-[1,2,3]三唑并[4,5-c]吡啶-4-碳腈衍生的Cathepsin S抑制剂的化合物(I)的公式，其中R1为H或(C1-3)烷基；R2为卤素或(C1-4)烷基，可选地取代一个或多个卤素；n为1-3；X为O或CH2；U、V和W为CH；或者U、V和W中的一个为N；Y为能够与Cathepsin S活性位点的Sn....S2取代基相互作用的基团；或其药学上可接受的盐，以及包含它们的药物组合物，以及这些衍生物用于制备用于治疗与Cathepsin S相关疾病的药物，如动脉粥样硬化、肥胖、炎症和免疫紊乱，如类风湿关节炎、牛皮癣、癌症和慢性疼痛，如神经病性疼痛。
• Study on a Three-Step Rapid Assembly of Zolpidem and Its Fluorinated Analogues Employing Microwave-Assisted Chemistry
  作者：Nikola Fajkis、Monika Marcinkowska、Beata Gryzło、Anna Krupa、Marcin Kolaczkowski

  DOI：10.3390/molecules25143161

  日期：——

  We developed an efficient microwave-assisted three-step synthesis of zolpidem and its fluorinated analogues 1–3. The procedure relays on the utilization of easily accessible and inexpensive starting materials. Our protocol shows superior performance in terms of yield and purity of products, compared to conventional heating systems. Notably, the total time needed for reaction accomplishment is significantly

  我们开发了唑吡坦及其氟化类似物 1-3 的高效微波辅助三步合成。该程序依赖于易于获得且价格低廉的起始材料的利用。与传统加热系统相比，我们的协议在产品的产量和纯度方面表现出卓越的性能。值得注意的是，与油浴加热系统相比，完成反应所需的总时间要短得多。最后，我们对唑吡坦酒石酸盐 I 的制备进行了详细研究，并使用偏光显微镜评估了其粒径。我们的目标是选择合适的方法来产生可接受的粒度，因为固体大小直接影响生物流体中的溶解度和进一步的生物利用度。