(1R,4S)-1-(2,2-Dimethyl-propionyl)-2-(4-methoxy-benzyl)-4-methyl-1,2-dihydro-2,4a,9-triaza-anthracene-3,10-dione | 204581-50-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (1R,4S)-1-(2,2-Dimethyl-propionyl)-2-(4-methoxy-benzyl)-4-methyl-1,2-dihydro-2,4a,9-triaza-anthracene-3,10-dione
• 英文别名: (1R,4S)-1-(2,2-dimethylpropanoyl)-2-[(4-methoxyphenyl)methyl]-4-methyl-1,4-dihydropyrazino[2,1-b]quinazoline-3,6-dione
• CAS: 204581-50-0
• 化学式: C₂₅H₂₇N₃O₄
• 分子量: 433.507
• InChiKey: NZYBQNKRYWFBJR-YWZLYKJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,4S)-1-(2,2-Dimethyl-propionyl)-2-(4-methoxy-benzyl)-4-methyl-1,2-dihydro-2,4a,9-triaza-anthracene-3,10-dione 在 platinum(IV) oxide 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 14.0h， 以51%的产率得到(1R,4S)-1-(2,2-Dimethyl-propionyl)-2-(4-methoxy-benzyl)-4-methyl-1,2,5,6,7,8-hexahydro-2,4a,9-triaza-anthracene-3,10-dione
  参考文献：
  名称：

  Stereochemical course of acylation and aldol condensation in (4S)-4-methyl-2-benzyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones

  摘要：

  Acylation of 1 leads to the syn derivatives 2. Traces of the anti isomers equilibrate to the syn isomers when stored in CHCl3. Aldol condensation showed great diastereoselectivity, but racemization could not be avoided. The configuration of the new introduced stereogenic centres has been assigned on the basis of H-1-NMR data and NOE measurements. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00614-9
• 作为产物：
  描述：

  ethyl 2-[(4-methoxyphenyl)methyl-[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetate 在 palladium on activated charcoal 氢气 、 triethyloxonium fluoroborate 、 双(三甲基硅烷基)氨基钾 、 sodium carbonate 作用下， 以 甲醇 为溶剂， -78.0~140.0 ℃ 、241.32 kPa 条件下， 反应 28.6h， 生成 (1R,4S)-1-(2,2-Dimethyl-propionyl)-2-(4-methoxy-benzyl)-4-methyl-1,2-dihydro-2,4a,9-triaza-anthracene-3,10-dione
  参考文献：
  名称：

  Stereochemical course of acylation and aldol condensation in (4S)-4-methyl-2-benzyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones

  摘要：

  Acylation of 1 leads to the syn derivatives 2. Traces of the anti isomers equilibrate to the syn isomers when stored in CHCl3. Aldol condensation showed great diastereoselectivity, but racemization could not be avoided. The configuration of the new introduced stereogenic centres has been assigned on the basis of H-1-NMR data and NOE measurements. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00614-9