(1S,2R)-1-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-butan-2-ol | 264891-45-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R)-1-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-butan-2-ol
• 英文别名: (1S,2R)-1-[(4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-methoxybutan-2-ol
• CAS: 264891-45-4
• 化学式: C₁₁H₂₂O₅
• 分子量: 234.293
• InChiKey: UAJRAPFJHCFDII-KATARQTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-butan-2-ol 在 三氧化硫吡啶 、 二甲基亚砜 、 三乙胺 作用下， 生成 (3aR,6R,7S,7aR)-6-Ethyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-one
  参考文献：
  名称：

  Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives

  摘要：

  fThe stereoselective synthesis of 5-monosubstituted and 5,5-dialkylsubstituted noviose derivatives has been achieved starting from L-arabinose. These noviose derivatives could be used as useful building blocks in probing structure-activity relationships (SAR) of coumarin antibiotics that are inhibitors of DNA gyrase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02177-2
• 作为产物：
  描述：

  乙基溴化镁 、 (3aS,7R,7aS)-7-Methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ol 以 四氢呋喃 为溶剂， 以52%的产率得到(1S,2R)-1-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-butan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of 5-monoalkyl and 5,5-dialkylsubstituted noviose derivatives

  摘要：

  fThe stereoselective synthesis of 5-monosubstituted and 5,5-dialkylsubstituted noviose derivatives has been achieved starting from L-arabinose. These noviose derivatives could be used as useful building blocks in probing structure-activity relationships (SAR) of coumarin antibiotics that are inhibitors of DNA gyrase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02177-2