4-methoxy-benzaldehyde-(O-methyl-seqtrans-oxime ) | 70286-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxy-benzaldehyde-(O-methyl-seqtrans-oxime )
• 英文别名: 4-Methoxy-benzaldehyd-(O-methyl-seqtrans-oxim)；O-Methyl-α-anisaldoxim；Anis-syn-aldoxim-methylaether；4-methoxy-benzaldehyde O-methyl-trans-oxime；4-methoxybenzaldehyde O-methyloxime；p-Anisaldehyde, O-methyloxime；(E)-N-methoxy-1-(4-methoxyphenyl)methanimine
• CAS: 70286-37-2
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: FRLGNZPYLCIAQC-JXMROGBWSA-N

物化性质

• 沸点：
  239.7±42.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methoxy-benzaldehyde-(O-methyl-seqtrans-oxime ) 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以11.1 g的产率得到N-hydroxy-4-methoxybenzenecarboximidoyl chloride
  参考文献：
  名称：

  Inhibition of the Antibacterial Target UDP-(3-O-acyl)-N-acetylglucosamine Deacetylase (LpxC):  Isoxazoline Zinc Amidase Inhibitors Bearing Diverse Metal Binding Groups

  摘要：

  UDP-3-O-[R-3-hydroxymyristoyl]-GlcNAc deacetylase (LpxC) is a zinc amidase that catalyzes the second step of lipid A biosynthesis in Gram negative bacteria. Known inhibitors of this enzyme are oxazolines incorporating a hydroxamic acid at the 4-position, which is believed to coordinate to the single essential zinc ion. A new structural class of inhibitors was designed to incorporate a more stable and more synthetically. versatile isoxazoline core. The synthetic versatility of the isoxazoline allowed for a broad study of metal binding. groups. Nine of 17 isoxazolines, each incorporating a different potential metal binding functional group, were found to exhibit enzyme inhibitory activity, including one that is more active than the corresponding hydroxamic acid. Additionally, a designed affinity label inhibits LpxC in a time-dependent manner.

  DOI：

  10.1021/jm020183v
• 作为产物：
  描述：

  (Z)-O-methyl-4-methoxybenzohydroximoyl bromide 以0%的产率得到
  参考文献：
  名称：

  Sakamoto Takeshi, Kikugawa Yasuo, Synthesis, (1993) N 6, S 563-564

  摘要：

  DOI：

文献信息

• Ruthenium-catalysed conversion of oxime ethers into nitriles
  作者：Naveen Anand、Nathan A. Owston、Alexandra J. Parker、Paul A. Slatford、Jonathan M.J. Williams

  DOI：10.1016/j.tetlet.2007.09.028

  日期：2007.10

  The conversion of oxime ethers into nitriles has been achieved under neutral conditions using Ru(CO)(PPh3)3H2 and the bidentate ligand Xantphos as the catalyst.

  使用Ru（CO）（PPh 3）3 H 2和二齿配体Xantphos作为催化剂，在中性条件下实现了肟醚向腈的转化。
• Synthesis of Aldehydes from Carboxylic Acids via<i>N</i>-Methoxyimidoyl Bromides: Deoximation of<i>O</i>-Methyloximes
  作者：Takeshi Sakamoto、Yasuo Kikugawa

  DOI：10.1055/s-1993-25903

  日期：——

  Aldehydes are synthesized by hydrogenation and subsequent deoximation of substituted N-methoxyalkanimidoyl bromides, which are prepared in one pot by reaction of the corresponding carboxylic acids with methoxyamine and triphenylphosphine carbon tetrabromide. Regeneration of aldehydes and ketones from O-methyloximes under mild conditions is also described.

  醛通过氢化和随后的脱氧化反应合成，这些反应涉及替代的N-甲氧基烷氨基溴化物，这些化合物通过相应的羧酸与甲氧胺和三苯基膦四溴化碳在一锅中反应制备而成。在温和条件下，从O-甲氧基肟再生醛和酮的过程也有描述。
• Rhodium-Catalyzed Direct C-H Phosphorylation of (Hetero)arenes Suitable for Late-Stage Functionalization
  作者：Minsik Min、Dahye Kang、Sungwoo Jung、Sungwoo Hong

  DOI：10.1002/adsc.201600014

  日期：2016.4.14

  Efficient rhodium‐catalyzed direct C–H phosphorylation of (hetero)arenes was developed. Various directing groups and a wide range of substrates, including heterocycles, can be utilized in this C–H phosphorylation process, allowing for the rapid installation of the phosphonate group into medicinally and biologically important privileged scaffolds. The efficient and straightforward method could serve

  开发了有效的铑催化（杂）芳烃的直接C–H磷酸化反应。在C–H磷酸化过程中可以利用各种方向性基团和各种底物，包括杂环，从而可以将膦酸酯基团快速安装到具有医学和生物学重要性的特权支架中。高效，简单的方法可以用作简化后期C–H功能化以制备芳基膦酸酯的新工具，芳基膦酸酯是合成和药物化学中的重要结构基序。
• HIV Integrase inhibitors
  申请人：——

  公开号：US20030176495A1

  公开（公告）日：2003-09-18

  The present invention relates to the inhibition of HIV integrase, and to the treatment of AIDS or ARC by administering compounds of the following formula, or a tautomer of said compound, or a pharmaceutically acceptable salt, solvate or prodrug thereof: 1 wherein R 1 , R 2 and B 1 are as defined herein.

  本发明涉及抑制HIV整合酶，以及通过给予以下化合物、该化合物的互变异构体、或其药学上可接受的盐、溶剂化合物或前药来治疗艾滋病或ARC的方法：1其中R1、R2和B1如本文所定义。
• Intermolecular Amidation of Unactivated sp² and sp³ C−H Bonds via Palladium-Catalyzed Cascade C−H Activation/Nitrene Insertion
  作者：Hung-Yat Thu、Wing-Yiu Yu、Chi-Ming Che

  DOI：10.1021/ja062856v

  日期：2006.7.19

  reactions. For the reaction of unactivated sp3 C-H bonds, beta-amidation of 1 degrees sp3 C-H bonds versus 2 degrees C-H bonds is preferred. The catalytic reaction is initiated by chelation-assisted cyclopalladation involving C-H bond activation. Preliminary mechanistic study suggested that the persulfate oxidation of primary amides should generate reactive nitrene species, which then reacted with the cyclopalladated

  该通讯描述了 Pd(OAc)2 催化的未活化 sp2 和 sp3 CH 键使用伯酰胺和过硫酸钾的分子间酰胺化反应。含有悬垂肟或吡啶基团的底物以优异的化学和区域选择性进行酰胺化。值得注意的是，反应性 CX 键具有良好的耐受性，并且各种伯酰胺可以成为 Pd 催化的 CH 酰胺化反应的有效亲核试剂。对于未活化的 sp3 CH 键的反应，优选 1 度 sp3 CH 键与 2 度 CH 键的 β-酰胺化。催化反应由涉及 CH 键活化的螯合辅助环钯化引发。初步机理研究表明，伯酰胺的过硫酸盐氧化应生成活性氮烯物种，