ethyl (E)-3-[(7S)-13-methyl-2,8-dioxo-10-phenyl-11-oxa-3,9-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(16),4,12,14-tetraen-5-yl]prop-2-enoate | 792948-31-3

• 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: ethyl (E)-3-[(7S)-13-methyl-2,8-dioxo-10-phenyl-11-oxa-3,9-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(16),4,12,14-tetraen-5-yl]prop-2-enoate
• CAS: 792948-31-3
• 化学式: C₂₅H₂₂N₂O₅
• 分子量: 430.46
• InChiKey: ZORDJMJSAONMKR-ZYXSLLORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-[(7S)-13-methyl-2,8-dioxo-10-phenyl-11-oxa-3,9-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(16),4,12,14-tetraen-5-yl]prop-2-enoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以84%的产率得到ethyl (E)-3-[(7S)-8-hydroxy-13-methyl-2-oxo-10-phenyl-11-oxa-3,9-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(16),4,12,14-tetraen-5-yl]prop-2-enoate
  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：

  (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 在 ruthenium trichloride 、 三氟化硼乙醚 、 对甲苯磺酸 、 三氟乙酸 作用下， 反应 45.17h， 生成 ethyl (E)-3-[(7S)-13-methyl-2,8-dioxo-10-phenyl-11-oxa-3,9-diazatetracyclo[7.6.1.03,7.012,16]hexadeca-1(16),4,12,14-tetraen-5-yl]prop-2-enoate
  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.