sodium (1'R,2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]tetrahydro-2H-pyran-2-carboxylate | 1253889-94-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sodium (1'R,2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]tetrahydro-2H-pyran-2-carboxylate
• 英文别名: sodium 5[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-β-D-glucopyranuronate；sodium;(2S,3S,4S,5R,6S)-6-[[(2R)-1-(2,6-dimethylphenoxy)propan-2-yl]carbamoyloxy]-3,4,5-trihydroxyoxane-2-carboxylate
• CAS: 1253889-94-9
• 化学式: C₁₈H₂₄NO₉*Na
• 分子量: 421.38
• InChiKey: HEJJSRPFAUQEMM-ZVZUYNLUSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.64
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  158
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以38%的产率得到sodium (1'R,2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]tetrahydro-2H-pyran-2-carboxylate
  参考文献：
  名称：

  First synthesis and full characterization of mexiletine N-carbonyloxy β-d-glucuronide

  摘要：

  A simple, convergent synthesis of the N-carbonyloxy beta-D-glucuronide of mexiletine (sodium salt) in moderate yield is described. The compound is now available as an authentic reference standard for analytical studies, enabling more detailed investigation on the metabolism of mexiletine. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.150

文献信息

• First synthesis and full characterization of mexiletine N-carbonyloxy β-d-glucuronide
  作者：Maria Maddalena Cavalluzzi、Giovanni Lentini、Angelo Lovece、Claudio Bruno、Alessia Catalano、Alessia Carocci、Carlo Franchini

  DOI：10.1016/j.tetlet.2010.07.150

  日期：2010.10

  A simple, convergent synthesis of the N-carbonyloxy beta-D-glucuronide of mexiletine (sodium salt) in moderate yield is described. The compound is now available as an authentic reference standard for analytical studies, enabling more detailed investigation on the metabolism of mexiletine. (C) 2010 Elsevier Ltd. All rights reserved.