tert-butyl (1R,3S)-8-hydroxy-5,7-dimethoxy-6-methyl-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]aziridin-2-yl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate | 1198080-15-7

• 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: tert-butyl (1R,3S)-8-hydroxy-5,7-dimethoxy-6-methyl-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]aziridin-2-yl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• CAS: 1198080-15-7
• 化学式: C₂₄H₃₆N₂O₇
• 分子量: 464.559
• InChiKey: ALGKPMCPKZDLMN-NYGAAREOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl (1R,3S)-8-hydroxy-5,7-dimethoxy-6-methyl-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]aziridin-2-yl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 、 溴甲苯 在 caesium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到tert-butyl (1R,3S)-2-benzyl-5,7-dimethoxy-6-methyl-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]aziridin-2-yl]-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylate
  参考文献：
  名称：

  Asymmetric Total Syntheses of (−)-Renieramycin M and G and (−)-Jorumycin Using Aziridine as a Lynchpin

  摘要：

  By exploring the triple reactivity of two aziridines and double nucleophilicity of two aromatics, convergent and versatile syntheses of the above four natural products were developed.

  DOI：

  10.1021/ol9024919
• 作为产物：
  描述：

  (S)-tert-butyl 2-amino-3-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)propanoate 、 tert-butyl (S)-2-formylaziridine-1-carboxylate 在 磷酸二苯酯 、 溶剂黄146 、 sodium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以72%的产率得到tert-butyl (1R,3S)-8-hydroxy-5,7-dimethoxy-6-methyl-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]aziridin-2-yl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
  参考文献：
  名称：

  Asymmetric Total Syntheses of (−)-Renieramycin M and G and (−)-Jorumycin Using Aziridine as a Lynchpin

  摘要：

  By exploring the triple reactivity of two aziridines and double nucleophilicity of two aromatics, convergent and versatile syntheses of the above four natural products were developed.

  DOI：

  10.1021/ol9024919

文献信息

• Asymmetric Total Syntheses of (−)-Renieramycin M and G and (−)-Jorumycin Using Aziridine as a Lynchpin
  作者：Yan-Chao Wu、Jieping Zhu

  DOI：10.1021/ol9024919

  日期：2009.12.3

  By exploring the triple reactivity of two aziridines and double nucleophilicity of two aromatics, convergent and versatile syntheses of the above four natural products were developed.