methyl 3-O-acetyl-2-deoxy-α-D-ribofuranoside | 116467-04-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-O-acetyl-2-deoxy-α-D-ribofuranoside
• 英文别名: [(2R,3S,5S)-2-(hydroxymethyl)-5-methoxyoxolan-3-yl] acetate
• CAS: 116467-04-0
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: WGAYXCGDEFEAEG-RNJXMRFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-deoxy-5-O-trityl-β-D-erythro-pentofuranoside 在 4-二甲氨基吡啶 、 碘 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 3.0h， 生成 methyl 3-O-acetyl-2-deoxy-α-D-ribofuranoside
  参考文献：
  名称：

  Synthesis of aminodisaccharide–nucleoside conjugates for RNA binding

  摘要：

  Two types of aminodisaccharide-nucleoside conjugates were synthesized by the condensation of azidodisaccharide and nucleoside using aliphatic diamine as a linker. The corresponding azidodisaccharides could be yielded from neamine in good yield. The binding properties to 16S RNA of these conjugates were evaluated by SPR. It was found that the nucleobase played a significant role in the binding of these conjugates to 16S RNA and a shorter linker between the aminodisaccharide and nucleoside was favorable for 16S RNA binding. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.002

文献信息

• Enzymes in carbohydrate synthesis. Lipase-catalyzed selective acylation and deacylation of furanose and pyranose derivatives
  作者：William J. Hennen、H. Marcel Sweers、Yi Fong Wang、Chi Huey Wong

  DOI：10.1021/jo00256a008

  日期：1988.10
• Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups
  作者：Esteban D. Gudiño、Adolfo M. Iribarren、Luis E. Iglesias

  DOI：10.1016/j.tetasy.2009.07.001

  日期：2009.8

  Methyl 3-O-acetyl-2-deoxy-alpha-D-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-alpha-D-ribofuranose and 1,2,3-tri-O-acetyl-alpha-D-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed alcoholysis. (c) 2009 Elsevier Ltd. All rights reserved.
• HENNEN, WILLIAM J.;SWEERS, H. MARCEL;WANG, YI-FONG;WONG, CHI-HUEY, J. ORG. CHEM., 53,(1988) N 21, C. 4939-4945
  作者：HENNEN, WILLIAM J.、SWEERS, H. MARCEL、WANG, YI-FONG、WONG, CHI-HUEY

  DOI：——

  日期：——
• Synthesis of aminodisaccharide–nucleoside conjugates for RNA binding
  作者：Li Cai、Qin Li、Bo Ren、Zhen-Jun Yang、Liang-Ren Zhang、Li-He Zhang

  DOI：10.1016/j.tet.2007.06.002

  日期：2007.8

  Two types of aminodisaccharide-nucleoside conjugates were synthesized by the condensation of azidodisaccharide and nucleoside using aliphatic diamine as a linker. The corresponding azidodisaccharides could be yielded from neamine in good yield. The binding properties to 16S RNA of these conjugates were evaluated by SPR. It was found that the nucleobase played a significant role in the binding of these conjugates to 16S RNA and a shorter linker between the aminodisaccharide and nucleoside was favorable for 16S RNA binding. (c) 2007 Elsevier Ltd. All rights reserved.