(1S,2R,6R,8R,9R)-N-cyclohexyl-10-(4-methylphenyl)-11-oxospiro[3,5,7,13-tetraoxa-10-azatricyclo[6.5.0.02,6]tridecane-4,1'-cyclohexane]-9-carboxamide | 1373392-12-1

• 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: (1S,2R,6R,8R,9R)-N-cyclohexyl-10-(4-methylphenyl)-11-oxospiro[3,5,7,13-tetraoxa-10-azatricyclo[6.5.0.02,6]tridecane-4,1'-cyclohexane]-9-carboxamide
• CAS: 1373392-12-1
• 化学式: C₂₇H₃₆N₂O₆
• 分子量: 484.593
• InChiKey: OTWHAYBCCPECBA-HROMDODWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  异氰环已烷 、 2-[(3aR,5S,6S,6aR)-5-formylspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-6-yl]oxyacetic acid 、 乙烷,三氯氟- 以 甲醇 为溶剂， 反应 10.0h， 以82%的产率得到(1S,2R,6R,8R,9R)-N-cyclohexyl-10-(4-methylphenyl)-11-oxospiro[3,5,7,13-tetraoxa-10-azatricyclo[6.5.0.02,6]tridecane-4,1'-cyclohexane]-9-carboxamide
  参考文献：
  名称：

  A novel sugar based intramolecular Ugi 3CC for the N-alkyl-3-oxo-4-aryl-octahydrofuro[2,3-f][1,4]oxazepine-5-carboxamides

  摘要：

  An intramolecular Ugi reaction of 3-carboxy tethered sugar aldehyde with aryl amines and isocyanides has been accomplished to produce a novel class of carbohydrate derivatives, 3-oxo-4-aryl-octahydrofuro[2,3-f][1,4]oxazepine-5-carboxamides in good yields. The stereochemistry of the products was assigned by NMR studies. This is the first report on intramolecular Ugi reaction of 3-carboxy tethered sugar aldehyde, aryl amine, and isonitrile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.048

文献信息

• A novel sugar based intramolecular Ugi 3CC for the N-alkyl-3-oxo-4-aryl-octahydrofuro[2,3-f][1,4]oxazepine-5-carboxamides
  作者：B.V. Subba Reddy、Nilanjan Majumder、T. Prabhakar Rao、B. Sridhar

  DOI：10.1016/j.tetlet.2012.02.048

  日期：2012.5

  An intramolecular Ugi reaction of 3-carboxy tethered sugar aldehyde with aryl amines and isocyanides has been accomplished to produce a novel class of carbohydrate derivatives, 3-oxo-4-aryl-octahydrofuro[2,3-f][1,4]oxazepine-5-carboxamides in good yields. The stereochemistry of the products was assigned by NMR studies. This is the first report on intramolecular Ugi reaction of 3-carboxy tethered sugar aldehyde, aryl amine, and isonitrile. (C) 2012 Elsevier Ltd. All rights reserved.