(2R,3S,3aS,8aS)-2-hydroxymethyl-3a-deutero-2,3,8a-trihydrofuro[2,3-d]imidazolo[2,1-b]oxazol-3-ol | 1041858-59-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,3aS,8aS)-2-hydroxymethyl-3a-deutero-2,3,8a-trihydrofuro[2,3-d]imidazolo[2,1-b]oxazol-3-ol
• CAS: 1041858-59-6
• 化学式: C₈H₁₀N₂O₄
• 分子量: 199.17
• InChiKey: OZGLQLAZNOFMEX-LRTPAYHBSA-N

反应信息

• 作为产物：
  描述：

  1-α-D-(3',5'-O,O-tetraisopropyldisilyloxy-2'-deuteroribofuranosyl)-2-nitroimidazole 在 potassium fluoride 、 苯甲酸 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以77.7%的产率得到1-α-D-(2'-deuteroribofuranosyl)-2-nitroimidazole
  参考文献：
  名称：

  Stereospecific deuteration of α-furanosyl azomycin nucleosides: A model reaction for tritium radiolabeling

  摘要：

  Stereospecific synthesis of 1-alpha-D-(2-deuteroribofuranosyl)-2-nitroimidazole (2'-[H-2]-alpha-AZR) is reported. This, deuteration was independent of the con. guration of C-2' -OH group (arabinose or ribose) in sugar moiety of starting molecules. Slightly better yield (>37%) of the deuterated product, 6, from arabinosyl precursor in comparison to corresponding ribose precursor (29%) was obtained which may reflect better stereochemical availability of C-2' -OH in arabinose during oxidation. Crown copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.055