4-ethylidene-2-phenyl-5-oxazolone | 37791-41-6

• 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
• 英文名称: 4-ethylidene-2-phenyl-5-oxazolone
• 英文别名: 2-phenyl-4-ethylidene-5(4H)-oxazolone；4-ethylidene-2-phenyl-1,3-oxazol-5(4H)-one；4-Aethyliden-2-phenyl-oxazolon-(5)；4-Aethyliden-2-phenyl-5(4H)-oxazolon；4-ethylidene-2-phenyl-4H-oxazol-5-one；2-Phenyl-4-aethyliden-Δ²-oxazolinon-(5)；4-Aethyliden-2-phenyl-4H-oxazol-5-on；5(4H)-Oxazolone, 4-ethylidene-2-phenyl-；4-ethylidene-2-phenyl-1,3-oxazol-5-one
• CAS: 37791-41-6
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: HEGNHTODZSHTKS-UHFFFAOYSA-N

物化性质

• 熔点：
  87-89 °C(Solv: ethanol (64-17-5))
• 沸点：
  281.0±23.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-ethylidene-2-phenyl-5-oxazolone 以 乙醚 为溶剂， 生成 1,1-dimethyl-5-phenyl-7-oxo-6-oxa-4-azaspiro<2.4>hept-4-ene
  参考文献：
  名称：

  Reactivity of unsaturated centres in heterocycles and chalkones toward diazoalkanes

  摘要：

  DOI：

  10.1016/s0040-4020(01)93877-3
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 生成 4-ethylidene-2-phenyl-5-oxazolone
  参考文献：
  名称：

  Carter; Stevens, Journal of Biological Chemistry, 1940, vol. 133, p. 117,121

  摘要：

  DOI：

文献信息

• Synthesis, biological activity and docking study of imidazol-5-one as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
  作者：Santosh N. Mokale、Deepak Lokwani、Devanand B. Shinde

  DOI：10.1016/j.bmc.2012.02.037

  日期：2012.5

  A novel series of substituted imidazol-5-ones were designed, synthesized and evaluated for in vitro reverse transcriptase (RT) inhibition activity using reverse transcriptase assay kit (Roche, Colorimetric). It has been observed from in vitro screening that newly synthesized compounds possess RT inhibitory activity. Docking study was performed to study the binding orientation and affinity of synthesized

  设计，合成了一系列新的取代的咪唑-5-酮，并使用逆转录酶测定试剂盒（Roche，Colorimetric）评估了其在体外的逆转录酶（RT）抑制活性。从体外筛选观察到，新合成的化合物具有RT抑制活性。进行对接研究以研究合成化合物对RT酶的结合方向和亲和力。
• Brine-Stabilized 2,2,2-Trifluorodiazoethane and Its Application in the Synthesis of CF₃–Substituted Cyclopropane α-Amino Acids
  作者：Chuan-Le Zhu、Li-Jun Yang、Shen Li、Yan Zheng、Jun-An Ma

  DOI：10.1021/acs.orglett.5b01450

  日期：2015.7.17

  CF3CHN2 in CH3CN is realized. This method shows excellent generality, affording a wide range of trifluoromethyl-substituted cyclopropanes bearing azlactone rings in good to high yields and diastereoselectivities. With the products in hand, the trifluoromethyl-substituted cyclopropane α-amino acids and relative peptide derivatives could be readily obtained.

  实现了用CF 3 CHN 2在CH 3 CN中的储备溶液对三取代的烯烃氮杂内酯进行简便的热力学环丙烷化。该方法显示出优异的通用性，可提供多种具有氮杂内酯环的三氟甲基取代的环丙烷，并具有良好或高产率和非对映选择性。手持产品，可以容易地获得三氟甲基取代的环丙烷α-氨基酸和相关的肽衍生物。
• 5-Oxazolones. Part V. Reaction of 4-alkylidene-5(4h)-oxazolones with ethyl 3-oxo-4-triphenylphosphoranylidene-butyrate
  作者：Francesca Clerici、Elena Folpini、Maria L. Gelmi、Donato Pocar

  DOI：10.1016/s0040-4020(01)81003-6

  日期：1991.10

  The reaction of 4-alkylidene-5(4H)-oxazolones 2a-e with ethyl 3-oxo-4-triphenyphosphoranylidene-butyrate 1 affords dihydrobenzoxazoles 3a-c and the diastereoisomeric 1,3-cyclohexanedione ylides 4a-e and 5a-e. 3a is oxidized to the corresponding benzoxazoles 7a,b with iodine.

  4-亚烷基-5（4H）-恶唑酮2a-e与3-氧代-4-三苯并膦基亚丁基-丁酸酯1的反应得到二氢苯并恶唑3a-c和非对映异构体1，3-环己烷二酮基化物4a-e和5a-e。3a用碘氧化为相应的苯并恶唑7a，b。
• Photodecarbonylation of 2-phenyl-4-alkylidene-5(4H)-oxazolones
  作者：Bokyung Jung、Hongbum Kim、Bong Ser Park

  DOI：10.1016/0040-4039(96)00751-4

  日期：1996.6

  The title compounds were prepared by the Erlenmeyer synthesis and irradiated with or without a Pyrex filter using 450 W medium pressure mercury arc lamp. Cis-trans isomerization was the major reaction under pyrex filtered condition, whereas irradiation without a Pyrex filter resulted in decarbonylation, followed by trapping of the ketenimine intermediate by protic solvents.

  通过Erlenmeyer合成法制备标题化合物，并使用450 W中压汞弧灯在有或没有Pyrex滤光片的情况下进行辐照。顺式-反式异构化是在耐热玻璃纤维过滤条件下的主要反应，而没有使用耐热玻璃纤维过滤器的照射导致脱羰基化，随后质子溶剂捕获酮亚胺中间体。
• Schulz,G. et al., Chemische Berichte, 1979, vol. 112, p. 3221 - 3236
  作者：Schulz,G. et al.

  DOI：——

  日期：——