(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione | 792948-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
• 英文别名: (6aS)-8-ethenyl-3-methyl-4-phenylmethoxy-6a,9-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione
• CAS: 792948-35-7
• 化学式: C₂₂H₂₀N₂O₃
• 分子量: 360.412
• InChiKey: RQFXSVJHXSPAQM-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione 在 manganese(IV) oxide 、 sodium chlorite 、 potassium dihydrogenphosphate 、 氯化亚砜 、 2-甲基-2-丁烯 、 [1,3-Mes₂-(N₂C₃H₅)]Cl₂(PCy₃)Ru=CHPh 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 114.0h， 生成 (11aS)-3-(9-benzyloxy-8-methyl-5,11-dioxo-5,10,11,11a-tetrahydro-3H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)acrylic acid methyl ester
  参考文献：
  名称：

  Synthetic study of (+)-anthramycin using ring-closing enyne metathesis and cross-metathesis

  摘要：

  Synthesis of (+)-anthramycin was examined. A pyrrolobenzodiazepine skeleton could be synthesized by reductive cyclization of pyrrolidine derivative, which was obtained by enyne metathesis. The conjugated enamide ester part of (+)-anthramycin derivative was constructed by cross-metathesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.040
• 作为产物：
  描述：

  (S)-4-vinyl-2,5-dihydropyrrole-1,2-dicarboxylic acid 2-methyl ester 在 盐酸 、 三甲基氯硅烷 、 溶剂黄146 、 三乙胺 、 sodium iodide 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 46.33h， 生成 (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
  参考文献：
  名称：

  Synthetic study of (+)-anthramycin using ring-closing enyne metathesis and cross-metathesis

  摘要：

  Synthesis of (+)-anthramycin was examined. A pyrrolobenzodiazepine skeleton could be synthesized by reductive cyclization of pyrrolidine derivative, which was obtained by enyne metathesis. The conjugated enamide ester part of (+)-anthramycin derivative was constructed by cross-metathesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.040

文献信息

• Synthetic study of (+)-anthramycin using ring-closing enyne metathesis and cross-metathesis
  作者：Tsuyoshi Kitamura、Yoshihiro Sato、Miwako Mori

  DOI：10.1016/j.tet.2004.07.040

  日期：2004.10

  Synthesis of (+)-anthramycin was examined. A pyrrolobenzodiazepine skeleton could be synthesized by reductive cyclization of pyrrolidine derivative, which was obtained by enyne metathesis. The conjugated enamide ester part of (+)-anthramycin derivative was constructed by cross-metathesis. (C) 2004 Elsevier Ltd. All rights reserved.