Benzoic acid (2R,3S,4R,6S)-4-dimethylamino-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester | 142061-22-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoic acid (2R,3S,4R,6S)-4-dimethylamino-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester
• CAS: 142061-22-1
• 化学式: C₁₆H₂₃NO₄
• 分子量: 293.363
• InChiKey: KZDNAXXFKFFDJV-REBRKWNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (2R,3S,4R,6S)-4-dimethylamino-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester 、 2-萘酚 在 三氟甲磺酸三甲基硅酯 、 silver perchlorate 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到Benzoic acid (2R,3S,4R,6R)-4-dimethylamino-6-(2-hydroxy-naphthalen-1-yl)-2-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Efficient C-arylglycosylation of 1-O-methyl sugar by novel use of TMSOTf-AgClO4 catalyst system

  摘要：

  Highly beta-stereoselective C-arylglycosylations of the 1-O-methyl sugars 1 approximately 4 with 2-naphthol (9) were effectively achieved by novel combinational use of a catalytic amount of TMSOTf-AgClO4 as an activator. Also, C-arylglycosylations of the 1-O-acetyl sugars 5 approximately 8 with 9 in this way worked as well.

  DOI：

  10.1016/0040-4039(92)88170-a