N-(((6S,9R,14aS,15R)-2,3,11,12-tetramethoxy-16-methyl-7-oxo-6,7,9,14,14a,15-hexahydro-5H-6,15-epiminobenzo[4,5]azocino[1,2-b]isoquinolin-9-yl)methyl)acrylamide | 880262-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: N-(((6S,9R,14aS,15R)-2,3,11,12-tetramethoxy-16-methyl-7-oxo-6,7,9,14,14a,15-hexahydro-5H-6,15-epiminobenzo[4,5]azocino[1,2-b]isoquinolin-9-yl)methyl)acrylamide
• CAS: 880262-85-1
• 化学式: C₂₈H₃₃N₃O₆
• 分子量: 507.587
• InChiKey: CFRKTIJQEGDBLN-MSZUUUALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.57
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(((6S,9R,14aS,15R)-2,3,11,12-tetramethoxy-16-methyl-7-oxo-6,7,9,14,14a,15-hexahydro-5H-6,15-epiminobenzo[4,5]azocino[1,2-b]isoquinolin-9-yl)methyl)acrylamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 phosphate buffer 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  Synthesis and antitumor activity of simplified ecteinascidin–saframycin analogs

  摘要：

  Two series of simplified analogs of the ecteinascidin-saframycin type alkaloids were prepared from L-DOPA. Their in vitro antitumor activity was tested against three human cancer cell lines (HCT-8 colon carcinoma, Bel-7402 liver carcinoma, and BGC-823 gastric carcinoma). Among these compounds, the ester analogs have stronger activities than those of amide analogs in general. Among them, 1-naphthalene carboxylate ester analog 31 has the strongest activity against BGC-823 cells. F (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.069
• 作为产物：
  描述：

  [(S)-2-[(1R,3S)-1-(Benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 在 4-二甲氨基吡啶 、 甲酸 、 草酰氯 、 氢溴酸 、 溶剂黄146 、 二甲基亚砜 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.5h， 生成 N-(((6S,9R,14aS,15R)-2,3,11,12-tetramethoxy-16-methyl-7-oxo-6,7,9,14,14a,15-hexahydro-5H-6,15-epiminobenzo[4,5]azocino[1,2-b]isoquinolin-9-yl)methyl)acrylamide
  参考文献：
  名称：

  Synthesis and antitumor activity of simplified ecteinascidin–saframycin analogs

  摘要：

  Two series of simplified analogs of the ecteinascidin-saframycin type alkaloids were prepared from L-DOPA. Their in vitro antitumor activity was tested against three human cancer cell lines (HCT-8 colon carcinoma, Bel-7402 liver carcinoma, and BGC-823 gastric carcinoma). Among these compounds, the ester analogs have stronger activities than those of amide analogs in general. Among them, 1-naphthalene carboxylate ester analog 31 has the strongest activity against BGC-823 cells. F (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.069