methyl 2-bromo-3-oxopropanoate | 20656-62-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-bromo-3-oxopropanoate
• 英文别名: Methyl 2-bromo-3-oxopropanoate
• CAS: 20656-62-6
• 化学式: C₄H₅BrO₃
• 分子量: 180.986
• InChiKey: UUTJXPYOWFXRRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-O-[双(4-甲氧基苯基)苯基甲基]-腺苷酸 、 methyl 2-bromo-3-oxopropanoate 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 methyl 3-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-3H-imidazo[2,1-i]purine-7-carboxylate
  参考文献：
  名称：

  用于将腺嘌呤核苷的甲酰乙烯和羧乙烯加合物掺入寡核苷酸中的修饰核苷的合成

  摘要：

  1,N6-乙烯腺嘌呤核苷的三种受保护衍生物，即。7-甲酰基-(1)和7-(1,2-二乙酰氧基丙基)-2'-脱氧腺苷(2)的3-[5-O-(4,4'-二甲氧基三苯甲基)和3-[5-O- (4,4'-二甲氧基三苯甲基)-2-O-(叔丁基二甲基甲硅烷基)-7-(乙氧基羰基)腺苷 (3) 预计允许通过常规亚磷酰胺化学将甲酰乙烯和羧基乙烯腺嘌呤加合物引入寡核苷酸中。

  DOI：

  10.1080/15257770701527836
• 作为产物：
  描述：

  溴乙酸甲酯 、 甲酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 methyl 2-bromo-3-oxopropanoate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of a novel series of pyrimidines as potent inhibitors of TBK1/IKKε kinases

  摘要：

  The design, synthesis and structure-activity relationships of a novel series of 2,4-diamino-5-cyclopropyl pyrimidines is described. Starting from BX795, originally reported to be a potent inhibitor of PDK1, we have developed compounds with improved selectivity and drug-like properties. These compounds have been evaluated in a range of cellular and in vivo assays, enabling us to probe the putative role of the TBK1/IKK epsilon pathway in inflammatory diseases. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.063

文献信息

• Synthesis and structure–activity relationships of a novel series of pyrimidines as potent inhibitors of TBK1/IKKε kinases
  作者：Edward G. McIver、Justin Bryans、Kristian Birchall、Jasveen Chugh、Thomas Drake、Stephen J. Lewis、Joanne Osborne、Ela Smiljanic-Hurley、William Tsang、Ahmad Kamal、Alison Levy、Michelle Newman、Debra Taylor、J. Simon C. Arthur、Kristopher Clark、Philip Cohen

  DOI：10.1016/j.bmcl.2012.09.063

  日期：2012.12

  The design, synthesis and structure-activity relationships of a novel series of 2,4-diamino-5-cyclopropyl pyrimidines is described. Starting from BX795, originally reported to be a potent inhibitor of PDK1, we have developed compounds with improved selectivity and drug-like properties. These compounds have been evaluated in a range of cellular and in vivo assays, enabling us to probe the putative role of the TBK1/IKK epsilon pathway in inflammatory diseases. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis of Modified Nucleosides for Incorporation of Formyletheno and Carboxyetheno Adducts of Adenine Nucleosides into Oligonucleotides
  作者：Niangoran Koissi、Harri Lönnberg

  DOI：10.1080/15257770701527836

  日期：2007.11.26

  Three protected derivatives of 1,N6-ethenoadenine nucleosides, viz. 3-[5-O-(4,4 ′-dimethoxytrityl) of 7-formyl-(1) and 7-(1,2-diacetyloxypropyl)-2 ′-deoxyadenosine (2), and 3-[5-O-(4,4 ′-dimethoxytrityl)-2-O-(tert-butyldimethylsilyl)-7-(ethoxycarbonyl)adenosine (3), expected to allow introduction of formyletheno and carboxyethenoadenine adducts into oligonucleotides by the conventional phosphoramidite

  1,N6-乙烯腺嘌呤核苷的三种受保护衍生物，即。7-甲酰基-(1)和7-(1,2-二乙酰氧基丙基)-2'-脱氧腺苷(2)的3-[5-O-(4,4'-二甲氧基三苯甲基)和3-[5-O- (4,4'-二甲氧基三苯甲基)-2-O-(叔丁基二甲基甲硅烷基)-7-(乙氧基羰基)腺苷 (3) 预计允许通过常规亚磷酰胺化学将甲酰乙烯和羧基乙烯腺嘌呤加合物引入寡核苷酸中。