Methyl 2-[(2-bromoacetyl)amino]-4-methylpentanoate | 1187305-22-1

• 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: Methyl 2-[(2-bromoacetyl)amino]-4-methylpentanoate
• CAS: 1187305-22-1
• 化学式: C₉H₁₆BrNO₃
• 分子量: 266.135
• InChiKey: ASSPQEIUQNTUMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(2-bromoacetyl)amino]-4-methylpentanoate 、 N6-methylarcyriaflavin A 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44.5%的产率得到methyl 4-methyl-2-(2-(6-methyl-5,7-dioxo-6,7-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-12(13H)-yl)acetamido)pentanoate
  参考文献：
  名称：

  Design and synthesis of N-methylmaleimide indolocarbazole bearing modified 2-acetamino acid moieties as Topoisomerase I inhibitors

  摘要：

  A novel series of N-methylmaleimide indolocarbazole derivatives bearing modified 2-acetamino acid moieties are first reported. The cytotoxic effects of these compounds were tested in five human tumor cell lines. The potent compounds 9a, 9b, 9d, and 9e have been further evaluated for their effect on Topoisomerase I ( TOPO I) and cancer cell cycle. It is concluded that the indolocarbazoles with alkyl piperazine or morpholine substituent groups instead of esters or glycosyl residues would have better activities against tumors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.061
• 作为产物：
  描述：

  2-氨基-4-甲基戊酸甲酯 、 溴乙酰溴 在 三乙胺 作用下， 生成 Methyl 2-[(2-bromoacetyl)amino]-4-methylpentanoate
  参考文献：
  名称：

  Design and synthesis of N-methylmaleimide indolocarbazole bearing modified 2-acetamino acid moieties as Topoisomerase I inhibitors

  摘要：

  A novel series of N-methylmaleimide indolocarbazole derivatives bearing modified 2-acetamino acid moieties are first reported. The cytotoxic effects of these compounds were tested in five human tumor cell lines. The potent compounds 9a, 9b, 9d, and 9e have been further evaluated for their effect on Topoisomerase I ( TOPO I) and cancer cell cycle. It is concluded that the indolocarbazoles with alkyl piperazine or morpholine substituent groups instead of esters or glycosyl residues would have better activities against tumors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.061

文献信息

• Electrosynthesis of 2-Substituted Benzoxazoles via Intramolecular Shono-Type Oxidative Coupling of Glycine Derivatives
  作者：Lei Liu、Zhenhui Xu、Tao Liu、Chao Xu、Wangqin Zhang、Xiangqi Hua、Fei Ling、Weihui Zhong

  DOI：10.1021/acs.joc.2c00856

  日期：2022.9.2

  Herein, an atom-economical and eco-friendly electrochemical oxidation/cyclization of glycine derivatives through intramolecular Shono-type oxidative coupling is disclosed, leading to a variety of 2-substituted benzoxazoles in 51–85% yields. This oxidative cyclization proceeded in transition metal- and oxidant-free conditions and generated H2 as only a byproduct. Additionally, gram-scale reactions and

  在此，公开了一种通过分子内 Shono 型氧化偶联对甘氨酸衍生物进行原子经济且环保的电化学氧化/环化，从而以 51-85% 的收率生成多种 2-取代苯并恶唑。这种氧化环化在无过渡金属和无氧化剂的条件下进行，并产生 H 2作为副产物。此外，克级反应和广泛的底物范围证明了该协议的合成有用性。
• Design and synthesis of N-methylmaleimide indolocarbazole bearing modified 2-acetamino acid moieties as Topoisomerase I inhibitors
  作者：Zhiyu Li、Fuming Zhai、Li Zhao、Qinglong Guo、Qidong You

  DOI：10.1016/j.bmcl.2008.11.061

  日期：2009.1

  A novel series of N-methylmaleimide indolocarbazole derivatives bearing modified 2-acetamino acid moieties are first reported. The cytotoxic effects of these compounds were tested in five human tumor cell lines. The potent compounds 9a, 9b, 9d, and 9e have been further evaluated for their effect on Topoisomerase I ( TOPO I) and cancer cell cycle. It is concluded that the indolocarbazoles with alkyl piperazine or morpholine substituent groups instead of esters or glycosyl residues would have better activities against tumors. (C) 2008 Elsevier Ltd. All rights reserved.