1-(4-fluorophenyl)-3-(2-furyl)-6,6-dimethyl-6,7-dihydro-1H-indazol-4(5H)-one | 1134953-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-fluorophenyl)-3-(2-furyl)-6,6-dimethyl-6,7-dihydro-1H-indazol-4(5H)-one
• 英文别名: 1-(4-fluorophenyl)-3-(furan-2-yl)-6,6-dimethyl-5,7-dihydroindazol-4-one
• CAS: 1134953-91-5
• 化学式: C₁₉H₁₇FN₂O₂
• 分子量: 324.355
• InChiKey: SHXINZPRCZKBNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-fluorophenyl)-3-(2-furyl)-6,6-dimethyl-6,7-dihydro-1H-indazol-4(5H)-one 在 吡啶 、 sodium tetrahydroborate 、 盐酸羟胺 作用下， 以 氯仿 、 异丙醇 为溶剂， 反应 41.0h， 生成 (E)-6,6-dimethyl-1-(4-fluorophenyl)-3-(furan-2-yl)-dihydro-1H-indazol-4(5H)-one O-[(3β)-3-hydroxylup-20(29)-en-28-oyl]oxime
  参考文献：
  名称：

  Synthesis of novel lupane triterpenoid-indazolone hybrids with oxime ester linkage

  摘要：

  An efficient protocol for the synthesis of novel lupane triterpenoid-indazolone hybrids with oxime ester linkage has been developed from naturally accessible precursor betulin. For the first time a series of betulonic acid-indazolone hybrids have been synthesized via an acylation of corresponding 6,7-dihydro-1H-indazol-4(5H)-one oximes with betulonic acid chloride. Diastereoselective reduction of the obtained betulonic acid conjugates with NaBH4 resulted in a formation of betulinic acid-indazolone hybrids in excellent yields. The configuration of the key compounds has been fully established by X-ray and 2D NMR analysis. (C) 2016 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2016.08.002
• 作为产物：
  描述：

  2-(2-furoyl)-5,5-dimethylcyclohexane-1,3-dione 、 4-氟苯肼盐酸盐 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以76%的产率得到1-(4-fluorophenyl)-3-(2-furyl)-6,6-dimethyl-6,7-dihydro-1H-indazol-4(5H)-one
  参考文献：
  名称：

  Regioselective synthesis of fluorine-containing indazolones from 2-acylcyclohexane-1,3-diones

  摘要：

  New regioisomeric indazolones containing fluorine atoms in the aromatic ring have been synthesized in high yield by the interaction of 2-acylcyclohexane-1,3-diones, and of their enol methyl ethers, obtained by methylating the initial beta,beta '-triketones with dimethyl sulfate in the presence of calcined potassium carbonate, with 4-fluorophenylhydrazine hydrochloride and with pentafluorophenylhydrazine. The structures of the synthesized compounds were confirmed by data of IR and H-1, C-13, and F-19 NMR spectra.

  DOI：

  10.1007/s10593-008-0044-2