tert-butyl (1R,3S)-8-hydroxy-1-[(1S)-2-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5,7-dimethoxy-2,6-dimethyl-3,4-dihydro-1H-isoquinoline-3-carboxylate | 1198080-18-0

• 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-1-[(1S)-2-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5,7-dimethoxy-2,6-dimethyl-3,4-dihydro-1H-isoquinoline-3-carboxylate
• CAS: 1198080-18-0
• 化学式: C₃₄H₅₀N₂O₁₀
• 分子量: 646.778
• InChiKey: BTMDKNXDAIXAAD-HWBMXIPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl (1R,3S)-8-hydroxy-1-[(1S)-2-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5,7-dimethoxy-2,6-dimethyl-3,4-dihydro-1H-isoquinoline-3-carboxylate 、 苄氧基乙醛 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到tert-butyl (1R,3S)-8-hydroxy-1-[(1R,3S)-8-hydroxy-5,7-dimethoxy-6-methyl-1-(phenylmethoxymethyl)-1,2,3,4-tetrahydroisoquinolin-3-yl]-5,7-dimethoxy-2,6-dimethyl-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：

  聚合甲醛 、 tert-butyl (1R,3S)-2-benzyl-1-[(1S)-2-(2,4-dimethoxy-3-methyl-5-phenylmethoxyphenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5,7-dimethoxy-6-methyl-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylate 在 palladium hydroxide on carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以82%的产率得到tert-butyl (1R,3S)-8-hydroxy-1-[(1S)-2-(5-hydroxy-2,4-dimethoxy-3-methylphenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-5,7-dimethoxy-2,6-dimethyl-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

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.