tert-butyl (2-((1-(benzylamino)-1,3-dioxo-3-phenylpropan-2-yl)amino)phenyl)carbamate | 1609929-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (2-((1-(benzylamino)-1,3-dioxo-3-phenylpropan-2-yl)amino)phenyl)carbamate
• CAS: 1609929-59-0
• 化学式: C₂₇H₂₉N₃O₄
• 分子量: 459.545
• InChiKey: YTNXVJZSZUQAKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  96.53
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-((1-(benzylamino)-1,3-dioxo-3-phenylpropan-2-yl)amino)phenyl)carbamate 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 以52%的产率得到N-benzyl-3-phenyl-1,4-dihydroquinoxaline-2-carboxamide
  参考文献：
  名称：

  Ugi-Based Approaches to Quinoxaline Libraries

  摘要：

  An expedient and concise Ugi-based unified approach for the rapid assembly of quinoxaline frameworks has been developed. This convergent and versatile method uses readily available commercial reagents, does not require advanced intermediates, and exhibits excellent bond-forming efficiency, thus exemplifying the operationally simple synthesis of quinoxaline libraries.

  DOI：

  10.1021/co500036n
• 作为产物：
  描述：

  苯基丙醇水合物 、 苄异腈 、 N-Boc-1,2-亚苯基二胺 在 苯膦酸 作用下， 以 甲苯 为溶剂， 以58%的产率得到tert-butyl (2-((1-(benzylamino)-1,3-dioxo-3-phenylpropan-2-yl)amino)phenyl)carbamate
  参考文献：
  名称：

  Ugi-Based Approaches to Quinoxaline Libraries

  摘要：

  An expedient and concise Ugi-based unified approach for the rapid assembly of quinoxaline frameworks has been developed. This convergent and versatile method uses readily available commercial reagents, does not require advanced intermediates, and exhibits excellent bond-forming efficiency, thus exemplifying the operationally simple synthesis of quinoxaline libraries.

  DOI：

  10.1021/co500036n

文献信息

• A Robust Protocol for the Synthesis of Quinoxalines and 5H-Benzo[e][1,4]di­azepines via the Acidless Ugi Reaction
  作者：Christopher Hulme、Muhammad Ayaz、Guillermo Martinez-Ariza

  DOI：10.1055/s-0033-1339135

  日期：——

  Concise two-step, one-pot protocols for the syntheses of quinoxalines and 5H-benzo[e][1,4]diazepines are reported. An acidless' Ugi reaction followed by a Boc-deprotection-cyclization sequence is shown to produce arrays of both functionalized scaffolds in good yield. Mono-N-Boc-protected diamines are employed to access quinoxalines and an analogous benzylic amine affords access to 5H-benzo[e][1,4]diazepines in conjunction with supporting reagents in the acidless' Ugi reaction. Both methodologies are robust, straightforward, and allow installation of at least three points of diversity in the resulting scaffolds.