5'-acetyl-2'-amino-3'-ethoxycarbonyl-6'-methylspiro-2-one | 74647-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5'-acetyl-2'-amino-3'-ethoxycarbonyl-6'-methylspiro-2-one
• 英文别名: spiro；ethyl 5'-acetyl-2'-amino-6'-methyl-2-oxo-1,2-dihydrospiro[indole-3,4'-pyran]-3'-carboxylate；spiro[oxindole-3,4'-(ethyl-5'-acetyl-2'-amino-6'-methyl-4'H-pyran-3'-carboxylate)]；ethyl 5'-acetyl-2'-amino-6'-methyl-2-oxospiro[1H-indole-3,4'-pyran]-3'-carboxylate
• CAS: 74647-44-2
• 化学式: C₁₈H₁₈N₂O₅
• 分子量: 342.351
• InChiKey: APQHPFUIHOBYJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 2-(2-oxoindolin-3-ylidene)cyanoacetate 、 乙酰丙酮 在 三乙醇胺 作用下， 以 乙醇 为溶剂， 生成 5'-acetyl-2'-amino-3'-ethoxycarbonyl-6'-methylspiro-2-one
  参考文献：
  名称：

  Synthesis of fused 2′-amino-3′-R-spiro-[indole-3,4′-pyran]-2(1H)-ones

  摘要：

  An efficient one-pot procedure has been proposed for the synthesis of fused 2'-amino-3'-R-spiro-[indole-3,4'-pyran]-2(1H)-ones via base-catalyzed three-component condensation of isatins with the corresponding nitriles and 1,3-diketones.

  DOI：

  10.1134/s1070428008120117

文献信息

• Spiro heterocyclic compounds. III. Synthesis of spiro[oxindole-3,4'-(4'H-pyran)] compounds.
  作者：KIMIO HIGASHIYAMA、HIROTAKA OTOMASU

  DOI：10.1248/cpb.28.648

  日期：——

  Spiro[oxindole-3, 4'-(4'H-pyran)]compounds (IIIa-j), were prepared by the Michael reaction of 3-cyanomethyleneoxindoles (Ia, b) with active methylene compounds. Similarly, the reactions of (Ib, c) with cyclic active methylene compounds, e.g. cyclohexane-1, 3-dione, 3-methyl-1-phenyl-5-pyrazolone and barbituric acid, afforded the corresponding spiro compounds (V-VII) containing the condensed pyran system.

  Spiro[氧吲哚-3, 4'-(4'H-吡喃)]化合物(IIIa-j)是通过3-氰甲亚甲基氧吲哚(Ia, b)与活性亚甲基化合物的迈克尔反应制备的。同样，(Ib, c)与环状活性亚甲基化合物的反应，例如环己烷-1, 3-二酮、3-甲基-1-苯基-5-吡唑酮和巴比妥酸，得到了相应的含有缩合吡喃体系的螺旋化合物(V-VII)。
• HIGASHIYAMA KIMIO; OTOMASU HIROTAKA, CHEM. AND PHARM. BULL., 1980, 28, NO 2, 648-651
  作者：HIGASHIYAMA KIMIO、 OTOMASU HIROTAKA

  DOI：——

  日期：——
• Synthesis of fused 2′-amino-3′-R-spiro-[indole-3,4′-pyran]-2(1H)-ones
  作者：L. A. Shemchuk、V. P. Chernykh、R. G. Red’kin

  DOI：10.1134/s1070428008120117

  日期：2008.12

  An efficient one-pot procedure has been proposed for the synthesis of fused 2'-amino-3'-R-spiro-[indole-3,4'-pyran]-2(1H)-ones via base-catalyzed three-component condensation of isatins with the corresponding nitriles and 1,3-diketones.