5-Deoxy-3,4-O-isopropyliden-L-ribitol | 159247-45-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Deoxy-3,4-O-isopropyliden-L-ribitol
• 英文别名: (1R)-1-[(4R,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol
• CAS: 159247-45-7
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: QIGIJTXKTYJENP-XVMARJQXSA-N

物化性质

• 沸点：
  283.7±20.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Deoxy-3,4-O-isopropyliden-L-ribitol 在 lead(IV) acetate 作用下， 以 乙酸乙酯 为溶剂， 反应 0.25h， 以85%的产率得到N-[5-[[4-氯-6-[(9,10-二氢-9,10-二羰基-1-蒽基)氨基]-1,3,5-三嗪-2-基]氨基]-9,10-二氢-9,10-二羰基-1-蒽基]苯酰胺
  参考文献：
  名称：

  Eine einfache Synthese aller vier stereoisomeren 2,2,5-Trimethyl-1,3-dioxolan-4-carbaldehyde

  摘要：

  A simple and efficient procedure for the syntheses of all four stereoisomers of the 2,2,5-trimethyl-1,3-dioxolane-4-carbaldehydes 1a-1d has been developed. Starting with readily available aldopentose diethyl dithioacetals 2, 6, 10 and 14, the title compounds were obtained by a selective protecting group strategy and subsequent Raney-nickel reduction, followed by lead tetraacetate cleavage. This procedure allows an application on a multigram scale.

  DOI：

  10.1007/bf01277638
• 作为产物：
  描述：

  2,3:4,5-di-O-isopropylidene-D-ribose diethyl dithioacetal 在 镍 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 5-Deoxy-3,4-O-isopropyliden-L-ribitol
  参考文献：
  名称：

  Eine einfache Synthese aller vier stereoisomeren 2,2,5-Trimethyl-1,3-dioxolan-4-carbaldehyde

  摘要：

  A simple and efficient procedure for the syntheses of all four stereoisomers of the 2,2,5-trimethyl-1,3-dioxolane-4-carbaldehydes 1a-1d has been developed. Starting with readily available aldopentose diethyl dithioacetals 2, 6, 10 and 14, the title compounds were obtained by a selective protecting group strategy and subsequent Raney-nickel reduction, followed by lead tetraacetate cleavage. This procedure allows an application on a multigram scale.

  DOI：

  10.1007/bf01277638

文献信息

• Eine einfache Synthese aller vier stereoisomeren 2,2,5-Trimethyl-1,3-dioxolan-4-carbaldehyde
  作者：W. H. Binder、R. H. Prenner、W. Schmid

  DOI：10.1007/bf01277638

  日期：1994.6

  A simple and efficient procedure for the syntheses of all four stereoisomers of the 2,2,5-trimethyl-1,3-dioxolane-4-carbaldehydes 1a-1d has been developed. Starting with readily available aldopentose diethyl dithioacetals 2, 6, 10 and 14, the title compounds were obtained by a selective protecting group strategy and subsequent Raney-nickel reduction, followed by lead tetraacetate cleavage. This procedure allows an application on a multigram scale.