5-benzyloxy-6-hydroxy-2-cyclopropyl-pyrimidine-4-carboxylic acid tert-butyl ester

• 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: 5-benzyloxy-6-hydroxy-2-cyclopropyl-pyrimidine-4-carboxylic acid tert-butyl ester
• 英文别名: 5-benzyloxy-6-oxo-2-cyclopropyl-1,6-dihydropyrimidine-4-carboxylic acid tert-butyl ester；Tert-butyl 5-(benzyloxy)-2-cyclopropyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate；tert-butyl 2-cyclopropyl-6-oxo-5-phenylmethoxy-1H-pyrimidine-4-carboxylate
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: GLGSMKIROLNHDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯基甲氧基乙酸甲酯 在 sodium methylate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 30.0h， 生成 5-benzyloxy-6-hydroxy-2-cyclopropyl-pyrimidine-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Highly selective synthesis of 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives using a novel protected dihydroxyfumarate

  摘要：

  A high yielding (50-96%) route to 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives has been developed using a rationally designed dihydroxyfumarate derivative. The fully unprotected pyrimidinone heterocycle was prepared in quantitative yield upon treatment with HCl. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.028

文献信息

• Preparation of 5-hydroxy-6-oxo-1,6-dihydropyrimidine compounds
  申请人：Dreher D. Spencer

  公开号：US20050090668A1

  公开（公告）日：2005-04-28

  5-Hydroxy-6-oxo-1,6-dihydropyrimidine compounds are prepared by the condensation of dihydroxyfumarate derivatives with amidines. The pyrimidine compounds are useful as intermediates in the preparation of pharmacologically active compounds.

  5-羟基-6-氧代-1,6-二氢嘧啶化合物是通过二羟基富马酸酯与胺基甲酸酯的缩合制备的。这些嘧啶化合物在制备药理活性化合物中作为中间体是有用的。
• Highly selective synthesis of 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives using a novel protected dihydroxyfumarate
  作者：Spencer D. Dreher、Norihiro Ikemoto、Venita Gresham、Jinchu Liu、Peter G. Dormer、Jaume Balsells、David Mathre、Thomas J. Novak、Joseph D. Armstrong

  DOI：10.1016/j.tetlet.2004.06.028

  日期：2004.7

  A high yielding (50-96%) route to 2-substituted-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid derivatives has been developed using a rationally designed dihydroxyfumarate derivative. The fully unprotected pyrimidinone heterocycle was prepared in quantitative yield upon treatment with HCl. (C) 2004 Elsevier Ltd. All rights reserved.