(3R,7S)-N,6-bis(4-bromophenyl)-3,7-diethyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2-c]pyrimidine-8-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (3R,7S)-N,6-bis(4-bromophenyl)-3,7-diethyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2-c]pyrimidine-8-carboxamide
• 英文别名: (3R,7S)-N,6-bis(4-bromophenyl)-3,7-diethyl-5-oxo-3,7-dihydro-2H-[1,3]oxazolo[3,2-c]pyrimidine-8-carboxamide
• 化学式: C₂₃H₂₃Br₂N₃O₃
• 分子量: 549.262
• InChiKey: AENGUCWTBURMLD-MJGOQNOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3R,7R)-N,6-bis(4-bromophenyl)-3,7-diethyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2-c]pyrimidine-8-carboxamide 生成 (3R,7S)-N,6-bis(4-bromophenyl)-3,7-diethyl-5-oxo-2,3,6,7-tetrahydrooxazolo[3,2-c]pyrimidine-8-carboxamide
  参考文献：
  名称：

  不对称杂Diels-Alder反应。烯基恶唑啉与异氰酸酯反应的机理

  摘要：

  通过链烯基恶唑啉与异氰酸酯的反应可以容易地制备非对映体纯的恶唑并[3，2- c ]嘧啶。这些化合物在长时间加热下会发生差向异构。已经通过实验和计算研究了这种转化的机理。

  DOI：

  10.1016/s0040-4039(98)01949-2

文献信息

• Asymmetric hetero-Diels-Alder reactions. Mechanism of the reaction of alkenyloxazolines with isocyanates
  作者：Mark C. Elliott、Elbertus Kruiswijk、David J. Willock

  DOI：10.1016/s0040-4039(98)01949-2

  日期：1998.11

  Diastereomerically pure oxazolo[3,2-c]pyrimidines can be readily prepared by the reaction of alkenyloxazolines with isocyanates. These compounds undergo epimerisation upon prolonged heating. The mechanism of this transformation has been investigated experimentally and computationally.

  通过链烯基恶唑啉与异氰酸酯的反应可以容易地制备非对映体纯的恶唑并[3，2- c ]嘧啶。这些化合物在长时间加热下会发生差向异构。已经通过实验和计算研究了这种转化的机理。
• Asymmetric hetero-Diels–Alder reactions. Reactions of oxazolo[3,2- c ]pyrimidines
  作者：Mark C Elliott、Elbertus Kruiswijk、David J Willock

  DOI：10.1016/s0040-4020(01)01032-8

  日期：2001.12

  Diastereomerically pure oxazolo[3,2-c]pyrimidines can be readily prepared by the reaction of alkenyloxazolines with isocyanates. The mechanism of this transformation has been investigated computationally. These compounds undergo epimerisation upon prolonged heating, a reaction which is consistent with the proposed stepwise mechanism. Hydrolysis reactions of these compounds have been investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.