tribenzoyl 2-deoxy-L-ribopyranoside | 192133-16-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tribenzoyl 2-deoxy-L-ribopyranoside
• 英文别名: [(2S,3R,5S)-3,5-dibenzoyloxyoxolan-2-yl]methyl benzoate
• CAS: 192133-16-7
• 化学式: C₂₆H₂₂O₇
• 分子量: 446.456
• InChiKey: BEODWWVAXXZRMB-VJBWXMMDSA-N

物化性质

• 沸点：
  581.7±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tribenzoyl 2-deoxy-L-ribopyranoside 在 base 作用下， 生成 2-deoxy-L-ribose
  参考文献：
  名称：

  Efficient syntheses of l-ribose and 2-deoxy l-ribose from d-ribose and l-arabinose

  摘要：

  Interconversion of the ends of D-ribose 2 afforded in 6 steps and 45% overall yield L-ribose 1, from which 2-deoxy L-ribose 12 was easily prepared. In addition, the inexpensive L-arabinose 13 was also converted into 2-deoxy L-ribose 12 via a reductive radical rearrangement of the arabinopyranosyl bromide 14. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00870-8
• 作为产物：
  描述：

  5-O-三苯甲基-D-呋喃核糖 在 sodium tetrahydroborate 、 甲酸 、 偶氮二异丁腈 、 硫酸 、 三氟化硼乙醚 、 三正丁基氢锡 、 potassium carbonate 、 三乙胺 、 三氟乙酸酐 作用下， 以 吡啶 、 乙醇 、 水 、 溶剂黄146 、 二甲基亚砜 、 甲苯 为溶剂， 反应 16.12h， 生成 tribenzoyl 2-deoxy-L-ribopyranoside
  参考文献：
  名称：

  Synthesis and Testing of New Modified Nucleosides

  摘要：

  New efficient routes for the high-yielding synthesis of several classes of modified nucleosides have been developed. We have prepared both the D- and L-enantiomers of the methylene-expanded oxetanocin isonucleosides 1a-e and the L-2',3'-dideoxy isonucleosides 2abc (both the oxa and thia analgoues) as well as new routes for the preparation of L-ribose and 2-deoxy L-ribose 3ab and their modified nucleosides 4.

  DOI：

  10.1080/15257779908041490

文献信息

• Efficient syntheses of l-ribose and 2-deoxy l-ribose from d-ribose and l-arabinose
  作者：Michael E. Jung、Yue Xu

  DOI：10.1016/s0040-4039(97)00870-8

  日期：1997.6

  Interconversion of the ends of D-ribose 2 afforded in 6 steps and 45% overall yield L-ribose 1, from which 2-deoxy L-ribose 12 was easily prepared. In addition, the inexpensive L-arabinose 13 was also converted into 2-deoxy L-ribose 12 via a reductive radical rearrangement of the arabinopyranosyl bromide 14. (C) 1997 Elsevier Science Ltd.
• Synthesis and Testing of New Modified Nucleosides
  作者：Michael E. Jung、Christopher J. Nichols、Oliver Kretschik、Yue Xu

  DOI：10.1080/15257779908041490

  日期：1999.4

  New efficient routes for the high-yielding synthesis of several classes of modified nucleosides have been developed. We have prepared both the D- and L-enantiomers of the methylene-expanded oxetanocin isonucleosides 1a-e and the L-2',3'-dideoxy isonucleosides 2abc (both the oxa and thia analgoues) as well as new routes for the preparation of L-ribose and 2-deoxy L-ribose 3ab and their modified nucleosides 4.