methyl (R)-α-t-butoxycarbonylamino-6-bromo-3-diethylphosphonomethyl-7-methyl-2-quinolinepropionate | 188592-65-6

• 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: methyl (R)-α-t-butoxycarbonylamino-6-bromo-3-diethylphosphonomethyl-7-methyl-2-quinolinepropionate
• 英文别名: methyl (2R)-3-[6-bromo-3-(diethoxyphosphorylmethyl)-7-methylquinolin-2-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 188592-65-6
• 化学式: C₂₄H₃₄BrN₂O₇P
• 分子量: 573.421
• InChiKey: CMLSOUNXFMHSMZ-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  碘化甲烷-14C 、 methyl (R)-α-t-butoxycarbonylamino-6-bromo-3-diethylphosphonomethyl-7-methyl-2-quinolinepropionate 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 铜 、 锌 作用下， 生成 methyl (R)-α-t-butoxycarbonylamino-3-diethylphosphonomethyl-[6-14C]-7-dimethyl-2-quinolinepropionate
  参考文献：
  名称：

  Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid

  摘要：

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e
• 作为产物：
  描述：

  4-溴-3-甲基苯胺 在 palladium diacetate 、 三(2-呋喃基)膦 、 2,4-滴二甲胺盐 、 铜 、 三乙胺 、 锌 、 三氯氧磷 、 三溴氧磷 作用下， 以 甲苯 为溶剂， 反应 31.08h， 生成 methyl (R)-α-t-butoxycarbonylamino-6-bromo-3-diethylphosphonomethyl-7-methyl-2-quinolinepropionate
  参考文献：
  名称：

  Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid

  摘要：

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e

文献信息

• Synthesis of 14C-labelled (R)-α-amino-6,7-dimethyl-3-(phosphonomethyl)-2-quinolinepropanoic acid
  作者：Britt-Marie Swahn、Fredrik Andersson、Benjamin Pelcman、Johan Söderberg、Alf Claesson

  DOI：10.1002/(sici)1099-1344(199703)39:3<259::aid-jlcr968>3.0.co;2-e

  日期：1997.3

  The NMDA antagonist (R)-alpha-amino-6,7-dimethyl-3-(phosphonomethyl)-quinolinepropanoic acid 1 was [C-14]-labelled at the 6-methyl group. The quinoline synthesis started from 4-bromo-3-methylaniline and the radiolabel was introduced late in the synthetic scheme. The synthesis was accomplished by a NiCl2(dppp)(2)-catalyzed coupling of the 6-bromoquinoline derivative 6 with a zinc reagent made from [C-14]-methyl iodide.