2-[(tert-butoxycarbonyl)amino]-3-[4-(4-nitrophenoxy)phenyl]propanoic acid methyl ester | 914639-64-8

• 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: 2-[(tert-butoxycarbonyl)amino]-3-[4-(4-nitrophenoxy)phenyl]propanoic acid methyl ester
• 英文别名: (2S)-2-[(t-butoxycarbonyl)amino]-3-[4-(4-nitrophenoxy)phenyl]propanoic acid methyl ester；methyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(4-nitrophenoxy)phenyl]propanoate
• CAS: 914639-64-8
• 化学式: C₂₁H₂₄N₂O₇
• 分子量: 416.431
• InChiKey: OPBLTROGLVYDEE-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(tert-butoxycarbonyl)amino]-3-[4-(4-nitrophenoxy)phenyl]propanoic acid methyl ester 在 palladium 10% on activated carbon 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 以84.4%的产率得到2-[(tert-butoxycarbonyl)amino]-3-[4-(4-aminophenoxy)phenyl]propanoic acid methyl ester
  参考文献：
  名称：

  WO2008/29217

  摘要：

  公开号：
• 作为产物：
  描述：

  L-酪氨酸甲酯盐酸盐 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 、 二甲基亚砜 为溶剂， 生成 2-[(tert-butoxycarbonyl)amino]-3-[4-(4-nitrophenoxy)phenyl]propanoic acid methyl ester
  参考文献：
  名称：

  通过修饰氨基酸侧链提高吡咯烷衍生物作为Mcl-1抑制剂的结合亲和力。

  摘要：

  作为抗凋亡Bcl-2蛋白的重要成员，髓样细胞白血病序列1（Mcl-1）蛋白是癌症治疗的诱人靶标。在这项研究中，主要通过修饰化合物1的氨基酸侧链，开发了一系列新的吡咯烷衍生物作为Mcl-1抑制剂。其中，化合物18（Ki =0.077μM）对Mcl-1蛋白表现出更好的抑制活性。与阳性对照棉酚相比（Ki =0.18μM）。此外，化合物40对PC-3细胞具有良好的抗增殖活性（Ki =8.45μM），与阳性对照棉酚（Ki =7.54μM）相同。

  DOI：

  10.1016/j.bmc.2016.10.020

文献信息

• NOVEL HETEROCYCLIC DERIVATIVES
  申请人：Pandey Surendrakumar Satyanarayan

  公开号：US20090082408A1

  公开（公告）日：2009-03-26

  The present invention relates to novel heterocyclic derivatives of the general formula (I), their pharmaceutically acceptable salts, and their pharmaceutical compositions. The present invention more particularly provides novel compounds of the general formula (I).

  本发明涉及一种新的杂环衍生物，其通式为(I)，其药学上可接受的盐和药物组合物。本发明更特别地提供了通式(I)的新化合物。
• WO2006/123229
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of new β-amidodehydroaminobutyric acid derivatives and of new tyrosine derivatives using copper catalyzed C–N and C–O coupling reactions
  作者：G. Pereira、H. Vilaça、P. M. T. Ferreira

  DOI：10.1007/s00726-012-1337-4

  日期：2013.2

  Several beta-amidodehydroaminobutyric acid derivatives were prepared from N,C-diprotected beta-bromodehydroaminobutyric acids and amides by a copper catalyzed C-N coupling reaction. The best reaction conditions include the use of a catalytic amount of CuI, N,N'-dimethylethylenediamine as ligand and K2CO3 as base in toluene at 110 A degrees C. The stereochemistry of the products was determined using NOE difference experiments and the results obtained are in agreement with an E-stereochemistry. Thus, the stereochemistry is maintained in the case of the E-isomers of beta-bromodehydroaminobutyric acid derivatives, but when the Z-isomers were used as substrates the reaction proceeds with inversion of configuration. The use of beta-bromodehydrodipeptides as substrates was also tested. It was found that the reaction outcome depend on the stereochemistry of the beta-bromodehydrodipeptide and on the nature of the first amino acid residue. The products isolated were the beta-amidodehydrodipeptide derivatives and/or the corresponding dihydropyrazines. The same catalytic system (CuI/N,N'-dimethylethylene diamine) was used in the C-O coupling reactions between a tyrosine derivative and aryl bromides. The new O-aryltyrosine derivatives were isolated in moderate to good yields. The photophysical properties of two of these compounds were studied in four solvents of different polarity. The results show that these compounds after deprotection can be used as fluorescence markers.