N-[(1R)-2-amino-2-oxo-1-phenylethyl]-2-methylpropanamide | 884860-68-8

• 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: N-[(1R)-2-amino-2-oxo-1-phenylethyl]-2-methylpropanamide
• CAS: 884860-68-8
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: APOFSSLZZWJKRK-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(1R)-2-amino-2-oxo-1-phenylethyl]-2-methylpropanamide 在 2,4-双(4-苯氧苯基)-1,3-二硫杂-2,4-二磷杂环丁烷-2,4-二硫化物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 N-(2-Isopropyl-4-phenylthiazole-5-yl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004
• 作为产物：
  描述：

  左旋苯甘氨酸酰胺 、 异丁酰氯 在 N-乙基吗啉 、 吡啶 作用下， 生成 N-[(1R)-2-amino-2-oxo-1-phenylethyl]-2-methylpropanamide
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004

文献信息

• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：GENENTECH, INC.

  公开号：US20170340604A1

  公开（公告）日：2017-11-30

  The present invention relates to compounds of formula (I): and to salts thereof, wherein R 1 , R 2 , R c , and R d have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of bromodomains. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various bromodomain-mediated disorders.
• Synthesis of 5-aminothiazoles as building blocks for library synthesis
  作者：Mark J. Thompson、William Heal、Beining Chen

  DOI：10.1016/j.tetlet.2006.02.004

  日期：2006.4

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.