(3aR,4R,7R,7aR)-2,2-dimethyl-4-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-amine | 136766-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (3aR,4R,7R,7aR)-2,2-dimethyl-4-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-amine
• CAS: 136766-47-7
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: QPRCNCWBAODAKI-AAVRWANBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  62.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aR,4R,7R,7aR)-2,2-dimethyl-4-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-amine 在 palladium on activated charcoal 氢气 作用下， 以 盐酸 为溶剂， 生成 (2R,3R,4S)-2-(羟基甲基)吡咯烷-3,4-二醇
  参考文献：
  名称：

  Synthesis of a potent α-glucosidase inhibitor epimeric to fr 900483

  摘要：

  The dihydropyrrole 2 was synthesized in four steps from a protected lyxose derivative. This compound exists as one component of a complex equilibrium that may also contain the hydrated forms, 7, as well as a dimeric form. The mixture comprises a potent inhibitor of yeast alpha-glucosidase (K(i) approximately 10(-7) M).

  DOI：

  10.1016/0040-4039(91)80591-s
• 作为产物：
  描述：

  Trifluoro-methanesulfonic acid (3aR,4R,7S,7aS)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 在 1,3-丙二硫醇 、 叠氮化四丁基铵 、 三乙胺 作用下， 生成 (3aR,4R,7R,7aR)-2,2-dimethyl-4-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-amine 、 (3aR,4R,7aR)-4-Benzyloxy-2,2-dimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran
  参考文献：
  名称：

  Synthesis of a potent α-glucosidase inhibitor epimeric to fr 900483

  摘要：

  The dihydropyrrole 2 was synthesized in four steps from a protected lyxose derivative. This compound exists as one component of a complex equilibrium that may also contain the hydrated forms, 7, as well as a dimeric form. The mixture comprises a potent inhibitor of yeast alpha-glucosidase (K(i) approximately 10(-7) M).

  DOI：

  10.1016/0040-4039(91)80591-s