5-(2,5-Dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester | 208512-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 5-(2,5-Dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 5-[2,5-dichloro-4-(2-methoxy-2-oxoethyl)sulfanylphenyl]furan-2-carboxylate
• CAS: 208512-79-2
• 化学式: C₁₈H₁₈Cl₂O₅S
• 分子量: 417.31
• InChiKey: MKSDKJLCRKCXHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  91
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(2,5-Dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.33h， 以100%的产率得到5-(4-Carboxymethylsulfanyl-2,5-dichloro-phenyl)-furan-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Anti-MRSA cephems. Part 3

  摘要：

  Twenty-seven novel cephalosporin derivatives with activity against methicillin-resistant Staphylococcus aureus (MRSA) are described. The compounds contain novel acid moieties at C-7 that were synthesized using nucleophilic aromatic substitution reactions and Stille couplings. The most interesting compound (6) displayed an MIC90 against MRSA of 3.7 mug/mL, and an average PD50 of 3.9 mg/kg. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00335-8
• 作为产物：
  描述：

  Methyl 2-(2,5-dichloro-4-iodophenyl)sulfanylacetate 、 5-Tributylstannanyl-furan-2-carboxylic acid tert-butyl ester 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以78%的产率得到5-(2,5-Dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Anti-MRSA cephems. Part 3

  摘要：

  Twenty-seven novel cephalosporin derivatives with activity against methicillin-resistant Staphylococcus aureus (MRSA) are described. The compounds contain novel acid moieties at C-7 that were synthesized using nucleophilic aromatic substitution reactions and Stille couplings. The most interesting compound (6) displayed an MIC90 against MRSA of 3.7 mug/mL, and an average PD50 of 3.9 mg/kg. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00335-8