tert-butyl (3-tert-butoxycarbonylamino-propyl)-(3-oxo-propyl)carbamate | 274675-59-1

• 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 (3-tert-butoxycarbonylamino-propyl)-(3-oxo-propyl)carbamate
• 英文别名: tert-butyl N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]-N-(3-oxopropyl)carbamate
• CAS: 274675-59-1
• 化学式: C₁₆H₃₀N₂O₅
• 分子量: 330.425
• InChiKey: KLYQLOZGNFBNIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (10Z)-1-azacyclopentadec-10-ene 、 tert-butyl (3-tert-butoxycarbonylamino-propyl)-(3-oxo-propyl)carbamate 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以74%的产率得到tert-butyl N-[3-[(10Z)-1-azacyclopentadec-10-en-1-yl]propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]carbamate
  参考文献：
  名称：

  闭环炔烃复分解。立体选择性合成细胞毒性海洋生物碱motuporamine C.

  摘要：

  DOI：

  10.1021/jo991944d
• 作为产物：
  描述：

  tert-butyl (3-((3-hydroxypropyl)amino)propyl)carbamate 在 重铬酸吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 48.0h， 生成 tert-butyl (3-tert-butoxycarbonylamino-propyl)-(3-oxo-propyl)carbamate
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of cytotoxic 11-aminoalkenylindenoisoquinoline and 11-diaminoalkenylindenoisoquinoline topoisomerase I inhibitors

  摘要：

  The cytotoxic indenoisoquinolines are a novel class of noncamptothecin topoisomerase I inhibitors having certain features that compare favorably with the camptothecins. A new strategy was adopted to attach aminoalkenyl substituents at C-11 of the indenoisoquinoline ring system, which, according to molecular modeling, would orient the side chains toward the DNA minor groove. All of the newly synthesized compounds were more cytotoxic than the parent indenoisoquinoline NSC 314622. Despite an imperfect correlation between cytotoxicities and topoisomerase I inhibition results, the hypothetical structural model of the cleavage complex presented here provides a conceptual framework to explain the structure-activity relationships. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.027

文献信息

• Ring-Closing Alkyne Metathesis. Stereoselective Synthesis of the Cytotoxic Marine Alkaloid Motuporamine C
  作者：Alois Fürstner、Antonio Rumbo

  DOI：10.1021/jo991944d

  日期：2000.4.1
• Design, synthesis, and biological evaluation of cytotoxic 11-aminoalkenylindenoisoquinoline and 11-diaminoalkenylindenoisoquinoline topoisomerase I inhibitors
  作者：Xiangshu Xiao、Smitha Antony、Glenda Kohlhagen、Yves Pommier、Mark Cushman

  DOI：10.1016/j.bmc.2004.07.027

  日期：2004.10

  The cytotoxic indenoisoquinolines are a novel class of noncamptothecin topoisomerase I inhibitors having certain features that compare favorably with the camptothecins. A new strategy was adopted to attach aminoalkenyl substituents at C-11 of the indenoisoquinoline ring system, which, according to molecular modeling, would orient the side chains toward the DNA minor groove. All of the newly synthesized compounds were more cytotoxic than the parent indenoisoquinoline NSC 314622. Despite an imperfect correlation between cytotoxicities and topoisomerase I inhibition results, the hypothetical structural model of the cleavage complex presented here provides a conceptual framework to explain the structure-activity relationships. (C) 2004 Elsevier Ltd. All rights reserved.