Ethyl 4-bromo-2-propoxyimino-acetoacetate | 1173243-46-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Ethyl 4-bromo-2-propoxyimino-acetoacetate
• 英文别名: ethyl 4-bromo-3-oxo-2-propoxyiminobutanoate
• CAS: 1173243-46-3
• 化学式: C₉H₁₄BrNO₄
• 分子量: 280.118
• InChiKey: OZPZZMKGCBCGRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 4-bromo-2-propoxyimino-acetoacetate 、 N,N-diethyl-N'-(N-(p-tolyl)-N'-tritylcarbamimidoyl)acetimidamide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  A convenient synthesis of di- and trisubstituted 2-aminoimidazoles from 1-amidino-3-trityl-thioureas

  摘要：

  Convenient synthesis of 2-amino-1,5-disubstituted and 2-amino-1,4,5-trisubstituted imidazoles has been reported using readily available starting materials and simple reagents under mild conditions. Guanylation of 1-amidino-3-trityl-thioureas 1 and 7 using mercury(II) chloride (Caution) as a thiophile resulted in corresponding guanidines 2 and 8 which on reaction with alpha-bromo ketones yielded 2-tritylaminoimidazoles. Deprotection of 2-tritylaminoimidazoles using trifluoroacetic acid at room temperature furnished desired 2-aminoimidazoles 4 and 10 in good to moderate yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.083

文献信息

• Cephem derivatives
  申请人：Hoechst AG

  公开号：US04399131A1

  公开（公告）日：1983-08-16

  What are disclosed are cephem compounds of the formula ##STR1## in which R.sub.1 denotes hydrogen, an optionally substituted alkyl, acyl, arylsulfonyl or alkylsulfonyl group or an amino-protective group which is known from peptide chemistry, R.sub.2 denotes hydrogen or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, acyl, aryl, arylsulfonyl, alkylsulfonyl or heterocyclic group, R.sub.3 denotes hydrogen, an ester group or a cation, R.sub.4 denotes hydrogen, a lower alkoxy group or a group which can be converted to this, X denotes a SO group in the R or S configuration or a SO.sub.2 group and A denotes hydrogen, an optionally substituted alkoxy or alkenyloxy group, halogen or a group --CH.sub.2 Y, in which Y represents hydrogen, halogen or the radical of a nucleophilic compound, and in which the R.sub.2 O group is in the syn-position, which compounds are valuable chemotherapeutic agents having a very powerful antimicrobial action against Gram-positive and Gram-negative bacteria and an unexpectedly good action against penicillinase-forming Staphilococci.

  揭示的是具有以下结构的头孢菌素类化合物##STR1## 其中R.sub.1表示氢，可选取代的烷基，酰基，苯磺酰基或烷基磺酰基或已知于肽化学的氨基保护基，R.sub.2表示氢或可选取代的烷基，烯基，炔基，环烷基，芳基烷基，酰基，芳基，苯磺酰基，烷基磺酰基或杂环基，R.sub.3表示氢，酯基或阳离子，R.sub.4表示氢，较低的烷氧基或可转化为该基的基团，X表示R或S构型的SO基团或SO.sub.2基团，A表示氢，可选取代的烷氧基或烯氧基，卤素或--CH.sub.2 Y基团，其中Y表示氢，卤素或亲核化合物的基团，并且其中R.sub.2 O基团处于同构位，这些化合物是有价值的化学治疗剂，对革兰氏阳性和革兰氏阴性细菌具有非常强的抗微生物作用，并且对产生青霉素酶的葡萄球菌具有意外的良好作用。