D-threo-Pentitol, 2-deoxy-2-(hydroxymethyl)- | 141564-25-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: D-threo-Pentitol, 2-deoxy-2-(hydroxymethyl)-
• 英文别名: D-erythro-Pentitol, 2-deoxy-2-(hydroxymethyl)-；2-(hydroxymethyl)pentitol；2-deoxy-2-hydroxymethyl-3,4-threo-pentitol
• CAS: 141564-25-2；141783-02-0
• 化学式: C₆H₁₄O₅
• 分子量: 166.174
• InChiKey: HIJDUTVOOMTHLK-PHDIDXHHSA-N

物化性质

• 沸点：
  480.0±40.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101.15
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 D-threo-Pentitol, 2-deoxy-2-(hydroxymethyl)- 在 吡啶 作用下， 反应 6.0h， 以91%的产率得到2-deoxy-2-hydroxymethyl-3,4-threo-pentitol pentaacetate
  参考文献：
  名称：

  A simple stereoselective synthesis of C2-branched 2-deoxy-pentitols.

  摘要：

  2,3-O-isopropylidene-D(+)-glyceraldehyde reacts with di-l-menthyl-malonate to give the penturonates 2a, and 3a in an erythro-threo 8.5:1 ratio. The C2-branched sugars 2-deoxy-2-hydroxymethyl-3,4-erythro-pentitol 6 and 2-deoxy-2-hydroxymethyl-3,4-threo-pentitol 7 were obtained by submitting 2a and 3a to routine procedures. The same reaction, performed with di-d-menthylmalonate, resulted in a decreased diastereoselectivity, providing a 2.5:1 mixture of erythro and threo diastereomers.

  DOI：

  10.1016/s0957-4166(00)80278-5
• 作为产物：
  描述：

  (R)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxymethyl-propane-1,3-diol 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 6.0h， 以96%的产率得到D-threo-Pentitol, 2-deoxy-2-(hydroxymethyl)-
  参考文献：
  名称：

  A simple stereoselective synthesis of C2-branched 2-deoxy-pentitols.

  摘要：

  2,3-O-isopropylidene-D(+)-glyceraldehyde reacts with di-l-menthyl-malonate to give the penturonates 2a, and 3a in an erythro-threo 8.5:1 ratio. The C2-branched sugars 2-deoxy-2-hydroxymethyl-3,4-erythro-pentitol 6 and 2-deoxy-2-hydroxymethyl-3,4-threo-pentitol 7 were obtained by submitting 2a and 3a to routine procedures. The same reaction, performed with di-d-menthylmalonate, resulted in a decreased diastereoselectivity, providing a 2.5:1 mixture of erythro and threo diastereomers.

  DOI：

  10.1016/s0957-4166(00)80278-5

文献信息

• Carter, Steven R.; Williams, J. Michael; Clamp, John R., Journal of the Chemical Society. Perkin transactions I, 1985, p. 2775 - 2778
  作者：Carter, Steven R.、Williams, J. Michael、Clamp, John R.

  DOI：——

  日期：——