5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt | 624736-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt
• CAS: 624736-62-5
• 化学式: C₇H₈O₃S*C₁₇H₂₂FNO₂
• 分子量: 463.57
• InChiKey: OVGAKFVNXNBDGG-KHUAAREISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  106.69
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt 、 2-quinoxalinecarboxylic acid chloride 以 甲苯 为溶剂， 生成 quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide
  参考文献：
  名称：

  Process Development of CP-481715, a Novel CCR1 Antagonist

  摘要：

  Process development for the synthesis of 2-quinoxalinecarboxamide, N-[(1S,2S,4R)-4-(aminocarbonyl)-1-[(3-fluorophenyl)methyl]-2,7-dihydroxy-7-methyloctyl] is described. An optimized,and streamlined process starting from lactone 2 was developed: Lactone 2 was alkylated diastereoselectively with prenyl bromide, followed by deprotection of the N-Boc group and concomitant hydration of the olefin. Aminolysis of the lactone in methanolic ammonia afforded the titled compound.

  DOI：

  10.1021/op050059w
• 作为产物：
  描述：

  1-溴-3-甲基-2-丁烯 在 对甲苯磺酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 0.53h， 生成 5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt
  参考文献：
  名称：

  Process Development of CP-481715, a Novel CCR1 Antagonist

  摘要：

  Process development for the synthesis of 2-quinoxalinecarboxamide, N-[(1S,2S,4R)-4-(aminocarbonyl)-1-[(3-fluorophenyl)methyl]-2,7-dihydroxy-7-methyloctyl] is described. An optimized,and streamlined process starting from lactone 2 was developed: Lactone 2 was alkylated diastereoselectively with prenyl bromide, followed by deprotection of the N-Boc group and concomitant hydration of the olefin. Aminolysis of the lactone in methanolic ammonia afforded the titled compound.

  DOI：

  10.1021/op050059w

文献信息

• [EN] CRYSTAL FORMS OF QUINOXALINE-2-CARBOXYLIC ACID [4-CARBAMOYL-1-(3-FLUOROBENZYL)-2,7-DIHYDROXY-7-METHYL-OCTYL]-AMIDE<br/>[FR] FORMES CRISTALLINES D'ACIDE QUINOXALINE-2-CARBOXYLIQUE [4-CARBAMOYL-1-(3-FLUOROBENZYL)-2,7-DIHYDROXY-7-METHYL-OCTYL]-AMIDE
  申请人：PFIZER PROD INC

  公开号：WO2004014875A1

  公开（公告）日：2004-02-19

  The invention relates to crystal forms of quinoxaline-2-carboxylic acid [4-carbamoyl-1-(3-fluorobenzyl)-2,7-dihydroxy-7-methyl-octyl]-amide, useful in treating or preventing a disorder or condition by antogonizing the CCR1 receptor, and to their methods of preparation and use.

  该发明涉及喹喔啉-2-羧酸[4-氨基甲酰基-1-(3-氟苯基)-2,7-二羟基-7-甲基辛基]-酰胺的晶型，用于通过拮抗CCR1受体来治疗或预防某种疾病或状况，以及其制备和使用方法。