(3aR,4S,6S,7R,7aS)-6-Hydroxymethyl-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol | 158194-49-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,6S,7R,7aS)-6-Hydroxymethyl-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol
• CAS: 158194-49-1
• 化学式: C₁₀H₁₉NO₄
• 分子量: 217.265
• InChiKey: PJJSKPLVYDTFHF-ABXGFROZSA-N

物化性质

• 沸点：
  369.1±42.0 °C(predicted)
• 密度：
  1.127±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.78
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  70.95
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aR,4S,6S,7R,7aS)-6-Hydroxymethyl-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 在 三氟乙酸 作用下， 以 水 为溶剂， 生成 (2S,3R,4R,5R,6S)-2-Hydroxymethyl-6-methyl-piperidine-3,4,5-triol
  参考文献：
  名称：

  Inhibition of Fucosyl Transferase and Fucosidase by a Rigid Bicyclic Mimic of α-L-Fucose

  摘要：

  A rigid bicyclic analogue of a-L-fucose, prepared from a monoacetonide of L-gulonolactone in an overall yield of 36% without the need for column chromatography, is a potent inhibitor of fucosidases and a weak inhibitor of a fucosyl transferase. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10473-7
• 作为产物：
  描述：

  (3aR,6S,7R,7aS)-2,2,4-Trimethyl-6-trimethylsilanyloxymethyl-3a,6,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 在 platinum(IV) oxide 四丁基氟化铵 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (3aR,4S,6S,7R,7aS)-6-Hydroxymethyl-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol
  参考文献：
  名称：

  Inhibition of Fucosyl Transferase and Fucosidase by a Rigid Bicyclic Mimic of α-L-Fucose

  摘要：

  A rigid bicyclic analogue of a-L-fucose, prepared from a monoacetonide of L-gulonolactone in an overall yield of 36% without the need for column chromatography, is a potent inhibitor of fucosidases and a weak inhibitor of a fucosyl transferase. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10473-7