dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate | 146297-96-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate
• 英文别名: 3-Dimethoxyphosphoryl-2-phenylchromen-4-one
• CAS: 146297-96-3
• 化学式: C₁₇H₁₅O₅P
• 分子量: 330.277
• InChiKey: XDYMDBGOQJMJSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate 在 氢溴酸 、 溶剂黄146 作用下， 反应 24.0h， 以84%的产率得到2-phenylchromone-3-phosphonic acid
  参考文献：
  名称：

  Kostka, Krzysztof; Pastuszko, Slawomir; Porada, Marek, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 71, # 1-4, p. 67 - 74

  摘要：

  DOI：
• 作为产物：
  描述：

  o-benzoyloxy-α-bromoacetophenone 反应 5.5h， 生成 dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate
  参考文献：
  名称：

  Kostka, Krzysztof; Pastuszko, Slawomir; Porada, Marek, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 71, # 1-4, p. 67 - 74

  摘要：

  DOI：

文献信息

• Reaction of dimethyl 2-methyl- and dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate with amines
  作者：Budzisz Elż、Pastuszko Slawomir

  DOI：10.1016/s0040-4020(99)00153-2

  日期：1999.4

  The reaction of dimethyl 2-methyl- and dimethyl 2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate with various aliphatic and aromatic amines was investigated. A novel class of cyclic phosphonic analogues of chromone, 1 (2-methoxy-3-[1-(alkylamino)ethylidene or benzylidene]-2,3-dihydro-2,4-dioxo-2λ5-benzo[e]-[1,2]oxaphosphinane), was obtained when primary amines were used as nucleophiles. An analogous reaction

  研究了2-甲基-4-甲基和2-苯基-4-氧基-2-甲基H-铬-3-基-膦酸二甲酯与各种脂族和芳族胺的反应。一类新的色酮，的环状膦类似物1（2-甲氧基-3- [1-（烷基氨基）亚乙基或亚苄基] -2,3-二氢-2,4-二氧代-2- λ 5 -苯并[e] -亚当伯胺用作亲核试剂时，可得到[1,2]氧杂膦烷。与芳族或仲胺的类似反应导致膦酸残基中一个甲酯基的水解。
• Synthesis, antimicrobial, and alkylating properties of 3-phosphonic derivatives of chromone
  作者：Elzbieta Budzisz、Ewa Nawrot、Magdalena Malecka

  DOI：10.1002/1521-4184(200112)334:12<381::aid-ardp381>3.0.co;2-0

  日期：2001.12

  Dimethyl 2,6-dimethyl-4-oxo-4H-chromen-3-yl-phosphonate (1a) and dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate (1b) were synthesized and reacted with primary aliphatic amines to yield title compounds 4-6. Their antibacterial properties against Gram-positive and Gram-negative bacteria strains were tested by the MIC method. Four of seventeen tested compounds (1d, 3, 4a, and 4b) exhibit detectable activity against S. aureus. Some representative examples of newly synthesized compounds were tested for their alkylating properties in vitro in the Preussmann test. Compounds 1a, 1c, 1d, 3, 5d, and 6a possess highly alkylating activity toward standard derivative 4-(4'-nitrobenzyl)pyridine (NBP).