tert-butyl N-[3-(2-methoxy-5-oxofuran-2-yl)propyl]carbamate | 1037246-72-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl N-[3-(2-methoxy-5-oxofuran-2-yl)propyl]carbamate
• CAS: 1037246-72-2
• 化学式: C₁₃H₂₁NO₅
• 分子量: 271.313
• InChiKey: GSKMBNPAETVWPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-(2-methoxy-5-oxofuran-2-yl)propyl]carbamate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到tert-butyl (3aS,7aS)-7a-methoxy-2-oxo-3a,5,6,7-tetrahydro-3H-furo[3,2-b]pyridine-4-carboxylate
  参考文献：
  名称：

  The furan approach to azacyclic compounds

  摘要：

  We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approach gives access to the readily opened bicyclic lactones and novel tricyclic heterocycles containing the piperidine ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.010
• 作为产物：
  描述：

  甲醇 、 tert-butyl N-[3-(furan-2-yl)propyl]carbamate 在 氧气 、 rose bengal 、 4-二甲氨基吡啶 、 乙酸酐 作用下， 以 吡啶 为溶剂， 生成 tert-butyl N-[3-(2-methoxy-5-oxofuran-2-yl)propyl]carbamate
  参考文献：
  名称：

  The furan approach to azacyclic compounds

  摘要：

  We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approach gives access to the readily opened bicyclic lactones and novel tricyclic heterocycles containing the piperidine ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.010

文献信息

• The furan approach to azacyclic compounds
  作者：Isela García、Manuel Pérez、Zoila Gándara、Generosa Gómez、Yagamare Fall

  DOI：10.1016/j.tetlet.2008.04.010

  日期：2008.5

  We describe an efficient new approach to the synthesis of azacyclic compounds that extends our recently developed methodology based on the oxidation of a furan ring with singlet oxygen followed by an intramolecular hetero Michael addition. The new approach gives access to the readily opened bicyclic lactones and novel tricyclic heterocycles containing the piperidine ring. (C) 2008 Elsevier Ltd. All rights reserved.