(1,1-二甲基-3-氧代丁基)膦酸二甲酯 | 14394-26-4

• 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
• 中文名称: (1,1-二甲基-3-氧代丁基)膦酸二甲酯
• 英文名称: Dimephosphone
• 英文别名: dimethyl (2-methyl-4-oxopent-2-yl)phosphonate；Dimephosphon；4-dimethoxyphosphoryl-4-methylpentan-2-one
• CAS: 14394-26-4
• 化学式: C₈H₁₇O₄P
• 分子量: 208.194
• InChiKey: MOMJYWJXUNIBGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  116-118 °C(Press: 0.8 Torr)
• 密度：
  1.1165 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  (1,1-二甲基-3-氧代丁基)膦酸二甲酯 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 dimethyl (4-hydroxyimino-2-methylpent-2-yl)phosphonate
  参考文献：
  名称：

  Dimephosphone analogs: II. Dialkyl(diaryl)-(2-methyl-4-oxopent-2-yl)phosphine oxide oximes: Synthesis, structure, and generation of iminoxyl radicals

  摘要：

  Dialkyl(diaryl)-(2-methyl-4-oxopent-2-yl)phosphine oxide oximes have been synthesized for the first time. According to the X-ray diffraction data, these compounds in crystal exist as a single E isomer. Their structure in solution and the E/Z isomer ratio were determined by H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1134/s107036321405020x
• 作为产物：
  描述：

  甲醇 、 2-甲氧基-3,3,5-三甲基-2,3-二氢-1,2-氧磷杂环戊烯 2-氧化物 生成 (1,1-二甲基-3-氧代丁基)膦酸二甲酯
  参考文献：
  名称：

  Arbuzov,B.A. et al., Doklady Chemistry, 1968, vol. 182, p. 778 - 781

  摘要：

  DOI：

文献信息

• Synthesis of new 2-[2-(dialkyl(diaryl)-phosphoryl)-2-methylpropyl]quinoline-4-carboxylic acids
  作者：Dmitry A. Tatarinov、Viktoria I. Osipova、Andrei V. Bogdanov、Dmitry B. Krivolapov、Alexandra D. Voloshina、Vladimir F. Mironov

  DOI：10.1007/s10593-015-1761-y

  日期：2015.8

  A Pfitzinger reaction of isatin with 2-methyl-(4-oxopent-2-yl)dialkyl(diphenyl)phosphine oxides was used to synthesize new derivatives of 4-quinolinecarboxylic acids, containing a phosphine oxide fragment, and screening for antimicrobial activity was performed.

  靛红与2-甲基-（4-氧opent-2-基）二烷基（二苯基）膦氧化物的Pfitzinger反应用于合成含有膦氧化物片段的4-喹啉羧酸的新衍生物，并进行了抗菌活性的筛选。
• Synthesis and antituberculosis activity of conjugates of the diterpenoid isosteviol and the drug dimephosphon
  作者：B. F. Garifullin、R. V. Chestnova、V. F. Mironov、V. E. Kataev

  DOI：10.1007/s10600-012-0385-z

  日期：2012.11

  Conjugates of the diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) and the drug dimephosphon (1,1dimethyl-3-oxobutylphosphonic acid dimethyl ester) were synthesized. They inhibited completely growth of M. tuberculosis (H37Rv, in vitro) with MIC values of 5–10 μg/mL (MIC value of the antituberculosis drug isoniazid in a control was 0.5 μg/mL).

  合成了二萜类化合物异斯特维醇（16-氧-反贝亚酸）和药物二甲基膦酸盐（1,1-二甲基-3-氧丁基膦酸二甲酯）的共轭物。它们对结核分枝杆菌（H37Rv，体外）的生长具有完全抑制作用，最小抑菌浓度（MIC）值为5–10 μg/mL（对照药物异烟肼的MIC值为0.5 μg/mL）。
• Imines derived from 4-methyl-4-diphenylphosphorylpentan-2-one and potassium salts of aminocarboxylic acids
  作者：M. N. Dimukhametov、V. F. Mironov、D. A. Tatarinov

  DOI：10.1134/s1070363217040363

  日期：2017.4

  An effective procedure for the preparation of imines based on 4-methyl-4-diphenylphosphorylpentan-2-one, aminoacetic, aminopropionic, and aminobutyric acids with yields of 90–95% was developed. Reaction of dimephosphone (4-methyl-4-dimethoxyphosphorilpentan-2-one) with potassium salts of these amino acids led to methylation of the carboxy group of the amino acid to form potassium salt of 2-methyl-

  开发了一种有效的制备基于4-甲基-4-二苯基磷酰基戊基-2-酮，氨基乙酸，氨基丙酸和氨基丁酸的亚胺的方法，产率为90-95％。二甲基膦（4-甲基-4-二甲氧基磷杂戊基-2-酮）与这些氨基酸的钾盐的反应导致氨基酸的羧基甲基化，从而形成2-甲基-4-氧戊基膦酸甲酯的钾盐。
• Dimephosphone analogs: I. Synthesis and structure of some dimephosphone aryl- and acylhydrazones
  作者：B. I. Buzykin、V. N. Nabiullin、E. V. Mironova、A. A. Kostin、D. A. Tatarinov、V. F. Mironov、I. A. Litvinov

  DOI：10.1134/s1070363212100027

  日期：2012.10

  Dimephosphone (2-dimethoxyphosphoryl-2-methylpentan-4-one) phenyl-, nitrophenyl-, benzoyl-, and 4-nitrobenzoylhydrazones were synthesized. The compounds in crystals were shown to have a steric form exclusively of the E-isomer. The structure of hydrazones in solution is defined by the nature of the substituents and the solvent and the time of storage of the solution. The dimephosphone aroylhydrazones

  合成了二甲基膦（2-二甲氧基磷酰基-2-甲基戊-4-酮）苯基-，硝基苯基-，苯甲酰基-和4-硝基苯甲酰基hydr。显示晶体中的化合物仅具有E-异构体的空间形式。溶液中的结构由取代基和溶剂的性质以及溶液的储存时间决定。酸性溶液中的二甲膦酰基芳酰基hydr以几种可能的形式存在：亚胺键处的异构体，酰胺键处的构象异构体和环状互变异构体（1,3,4-恶二唑啉）。
• Molecular structure and properties of oxime phosphonates: an FTIR and quantum chemical study
  作者：R. R. Shagidullin、I. I. Vandyukova、E. E. Zvereva、A. O. Vizel’、L. I. Shchukina、R. S. Garaev

  DOI：10.1007/s11172-007-0198-6

  日期：2007.7

  Peculiar features of the molecular structure, isomeric composition, and hydrogen bonding in new, potentially physiologically active γ-oxime alkylphosphonates were established.

  新型、潜在生理活性的γ-氧肟烷基磷酸酯的分子结构、异构组成和氢键的特殊特征已被确定。