tert-butyl (R)-1-(2-fluoro-6-nitro-N-phenylbenzamido)-1-oxobutan-2-ylcarbamate | 936025-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (R)-1-(2-fluoro-6-nitro-N-phenylbenzamido)-1-oxobutan-2-ylcarbamate
• 英文别名: tert-butyl N-[(2R)-1-(N-(2-fluoro-6-nitrobenzoyl)anilino)-1-oxobutan-2-yl]carbamate
• CAS: 936025-29-5
• 化学式: C₂₂H₂₄FN₃O₆
• 分子量: 445.447
• InChiKey: MVGXHIWNOAUFLP-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl (R)-1-(2-fluoro-6-nitro-N-phenylbenzamido)-1-oxobutan-2-ylcarbamate 在 溶剂黄146 、 锌 作用下， 反应 17.5h， 以67%的产率得到tert-butyl (R)-1-(5-fluoro-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)propylcarbamate
  参考文献：
  名称：

  A Novel Highly Stereoselective Synthesis of 2,3-Disubstituted 3H-Quinazoline-4-one Derivatives

  摘要：

  An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with alpha-amino acids followed by reductive cyclization affords enantiomerically pure (ee > 93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.

  DOI：

  10.1021/ol070276c
• 作为产物：
  描述：

  2-氟-6-硝基苯甲酸 在 氯化亚砜 、 草酰氯 、 碳酸氢钠 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 tert-butyl (R)-1-(2-fluoro-6-nitro-N-phenylbenzamido)-1-oxobutan-2-ylcarbamate
  参考文献：
  名称：

  A Novel Highly Stereoselective Synthesis of 2,3-Disubstituted 3H-Quinazoline-4-one Derivatives

  摘要：

  An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with alpha-amino acids followed by reductive cyclization affords enantiomerically pure (ee > 93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.

  DOI：

  10.1021/ol070276c

文献信息

• DEUTERATED QUINAZOLINONE COMPOUND AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
  申请人：Suzhou Zelgen Biopharmaceuticals Co., Ltd.

  公开号：US20170305911A1

  公开（公告）日：2017-10-26

  Deuterated quinazolinone compounds and pharmaceutical compositions containing such compounds are provided. In particular, deuterated quinazolinone compounds of formula (I) are provided, as well as pharmaceutical compositions containing such compounds or crystal form, pharmaceutically acceptable salts, hydrates or solvates thereof. The deuterated quinazolinone compounds of formula (I) can be used for treating and/or preventing PI3K kinase-associated diseases, such as cancer, cell proliferative diseases and the like.