diethyl (2-(methoxyimino)ethyl)phosphonate | 122548-76-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl (2-(methoxyimino)ethyl)phosphonate
• 英文别名: Diethyl [2-(methoxyimino)ethyl]phosphonate；2-diethoxyphosphoryl-N-methoxyethanimine
• CAS: 122548-76-9
• 化学式: C₇H₁₆NO₄P
• 分子量: 209.182
• InChiKey: NIUWSWTXRLYVPT-UHFFFAOYSA-N

物化性质

• 沸点：
  272.6±42.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl (2-(methoxyimino)ethyl)phosphonate 、 N-[3-{3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到N-[[(5S)-3-[3-fluoro-4-(4-(2-methoxyimino-ethylidene)-piperidinyl)-phenyl]-2-oxo-5-oxazolidinyl]-methyl]-acetamide
  参考文献：
  名称：

  Synthesis and in vitro activity of new methylenepiperidinyl and methylenepyrrolidinyl oxazolidinone antibacterial agents

  摘要：

  We have prepared and evaluated the antibacterial activities of a series of substituted methylenepiperidinyl and methyl-enepyrrolidinyl oxazolidinones against several gram-positive strains including the resistant strains of Staphyloccus and Enterococcus, such as MRSA, CRSA, MSSA and VRE. Some of them showed comparable or superior in vitro activities (MIC) to vancomycin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00249-x

文献信息

• A New Route to α-Carbolines Based on 6π-Electrocyclization of Indole-3-alkenyl Oximes
  作者：Sophie J. Markey、William Lewis、Christopher J. Moody

  DOI：10.1021/ol403191k

  日期：2013.12.20

  Indoles are converted into alpha-carbolines in four steps by acylation at C-3, Boc-protection, olefination of the resulting 3-indolylaldehydes or ketones to give N-Boc-3-indolyl alkenyl oxime O-methyl ethers, which upon heating to 240 degrees C under microwave irradiation undergo loss of the Boc-group, and 6 pi-electrocyclization to alpha-carbolines, following aromatization by loss of methanol (11 examples, 30-90% yield).
• Synthesis and in vitro activity of new methylenepiperidinyl and methylenepyrrolidinyl oxazolidinone antibacterial agents
  作者：Hye Yeon Kim、Jae Seok Lee、Joo Hwan Cha、Ae Nim Pae、Yong Seo Cho、Moon Ho Chang、Hun Yeong Koh

  DOI：10.1016/s0960-894x(03)00249-x

  日期：2003.7

  We have prepared and evaluated the antibacterial activities of a series of substituted methylenepiperidinyl and methyl-enepyrrolidinyl oxazolidinones against several gram-positive strains including the resistant strains of Staphyloccus and Enterococcus, such as MRSA, CRSA, MSSA and VRE. Some of them showed comparable or superior in vitro activities (MIC) to vancomycin. (C) 2003 Elsevier Science Ltd. All rights reserved.